金沢大学附属図書館 OPAC plus

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論文

1. Nucleophilic substitution reactions on indole nucleus: Formation of (3a,8a-cis)-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indoles having a substituent at the 3a-position

Yamada, Fumio ; Goto, Aya ; Hasegawa, Masakazu ; Kobayashi, Kensuke ; Somei, Masanori ; 山田, 文夫 ; 染井, 正徳

出版情報:	Heterocycles. 95 pp.844-861, 2017-12-13. Japan Institute of Heterocyclic Chemistry
URL:	http://hdl.handle.net/2297/00049644

概要: 金沢大学医薬保健研究域薬学系 Various nucleophiles, such as indole, 1,2,3-trimethoxybenzene, anisole, phenol, and pyrrole, reacted … with 1-hydroxy-Nb-trifluoroacetyltryptamine under the presence of mesyl chloride to give novel series of (3a,8acis)- 1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indoles having a substituent at the 3aposition. Their structures and by-products were strictly determined. © 2017 The Japan Institute of Heterocyclic Chemistry. Embargo Period 12 months 続きを見る

論文

2. A simple synthesis of 7-substituted 1-acetyl-2,3-dihydroindoles

Somei, Masanori ; Kawasaki, Toshiya ; Ohta, Toshiharu

出版情報:	Heterocycles. 27 pp.2363-2365, 1988-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4312

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

論文

3. The ideal synthetic method aimed at the leads for an α2-blocker, an inhibitor of blood platelet aggregation, and an anti-osteoporosis agent

Somei, Masanori ; Iwaki, Takako ; Yamada, Fumio ; Tanaka, Yoshio ; Shigenobu, Koki ; Koike, Katsuo ; Suzuki, Nobuo ; Hattori, Atsuhiko

出版情報:	Heterocycles. 68 pp.1565-1569, 2006-08-01. Elsevier BV ; （株）日本複素環化学研究所
URL:	http://hdl.handle.net/2297/3127

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 According to the definition of the ideal synthetic method, an example aimed at … the leads for an α2 blocker, an inhibitor of platelet aggregation, and an anti-osteoporosis agent is established starting from tryptamine. The originality rate, the intellectual property, and the application potential factors of the method are 71, 54, and 100, respectively. The method employs only conventional reagents and reaction conditions without using any protecting groups.{A figure is presented}. © 2006 The Japan Institute of Heterocyclic Chemistry 続きを見る

論文

4. A one pot synthesis of 4-hydroxymethylindole

Somei, Masanori ; Shoda, Toshiya

出版情報:	Heterocycles. 17 pp.417-423, 1982-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4297

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

論文

5. A novel reductive amino cyclization method and its application for the syntheses of pyrrolidine and piperidine nucleus

Yamada, Fumio ; Hasegawa, Toshifumi ; Wakita, Masayuki ; Sugiyama, Mitsuru ; Somei, Masanori

出版情報:	Heterocycles. 24 pp.1223-1226, 1986-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4305

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

論文

6. A convenient synthetic method for 4-nitro-1,3,4,5-tetra-hydrobenz[cd]indoles and its application for an alternative synthesis of (±)-6,7-secoagroclavine

Somei, Masanori ; Yamada, Fumio ; Ohnishi, Hiroyuki ; Makita, Yoshihiko ; Kuriki, Mikako

出版情報:	Heterocycles. 26 pp.2823-2828, 1987-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4308

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

論文

7. A regioselective and common synthetic method of dihalogenoindoles and its application for the total syntheses of marine alkaloids, 4,6-dibromo-,4,6-dibromo-2-methyl-, and 3,4,5-tribromoindole

Ohta, Toshiharu ; Yamato, Yoshinori ; Tahira, Hiroko ; Somei, Masanori

出版情報:	Heterocycles. 26 pp.2817-2822, 1987-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4307

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

論文

8. A facile route to 1-acetoxy- and 1-methoxyindoles

Somei, Masanori ; Shoda, Toshiya

出版情報:	Heterocycles. 16 pp.1523-1525, 1981-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4296

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

論文

9. A convenient synthetic method of 2-substituted indoles and its applcation for the synthesis of natural alkaloid, borrerine

Somei, Masanori ; Sayama, Shinsuke ; Naka, Katsumi ; Yamada, Fumio

出版情報:	Heterocycles. 27 pp.1585-1587, 1988-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4313

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

10.

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10. A practical one pot synthesis of 4-alkoxy-3-formylindoles

Somei, Masanori ; Yamada, Fumio ; Kunimoto, Masako ; Kaneko, Chikara

出版情報:	Heterocycles. 22 pp.797-801, 1984-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4301

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

11.

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11. Syntheses of 7-substituted indoles

Somei, Masanori ; Saida, Yoshihiro

出版情報:	Heterocycles. 23 pp.3113-3114, 1985-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4302

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

12.

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12. A facile synthesis of 4-substituted 3-formylindoles

Somei, Masanori ; Hasegawa, Toshifumi ; Kaneko, Chikara

出版情報:	Heterocycles. 20 pp.1983-1985, 1983-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4298

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

13.

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13. Reactions of 6-metheoxy-3-azabicyclo[4.2.0]octan-2-one and its 7-substituted derivatives

Chikara, Kaneko ; Momose, Yu ; Maeda, Tsuyoshi ; Naito, Toshihiko ; Somei, Masanori

出版情報:	Heterocycles. 20 pp.2169-2172, 1983-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4299

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

14.

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14. A short step synthesis of lespedamine

Somei, Masanori ; Sato, Haruhiko ; Kaneko, Chikara

出版情報:	Heterocycles. 20 pp.1797-1799, 1983-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4300

概要: 金沢大学大学院自然科学研究科生理活性物質科学

15.

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15. Total syntheses of (±)-agroclavine-Ⅰ, (±)-6-nor-chanoclavine-Ⅱ, and (±)-chanoclavin-Ⅱ

Somei, Masanori ; Yamada, Fumio ; Makita, Yoshihiko

出版情報:	Heterocycles. 26 pp.895-898, 1987-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4309

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

16.

論文

16. A convenient synthetic approach to 4-substituted indoles

Somei, Masanori ; Yamada, Fumio

出版情報:	Heterocycles. 26 pp.1173-1176, 1987-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4310

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

17.

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17. A regioselective synthesisi of tri- and its application fo the total syntheses of arine alkaloids

Ohta, Toshiharu ; Somei, Masanori

出版情報:	Heterocycles. 29 pp.1663-1667, 1989-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4317

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

18.

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18. Si-thall reaction, a method for cross coupline silicon compounds with thallium compounde

Somei, Masanori ; Ohta, Toshiya ; Shinoda, Junko ; Somada, Yoshimi

出版情報:	Heterocycles. 29 pp.653-656, 1989-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4315

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

19.

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19. Selective mono-alkylation of carbon nucleopiles with gramine1

Somei, Masanori ; Karasawa, Yoshio ; Keneko, Chikara

出版情報:	Heterocycles. 16 pp.941-949, 1981-11-11. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4295

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

20.

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20. Synthetic study 1-methoxyindoles and 1-methoxy-2-oxindoles

Somei, Masanori ; Sato, Haruhiko ; Komura, Naoko ; Kaneko, Chikara

出版情報:	Heterocycles. 23 pp.1101-1106, 1985-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4303

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

21.

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21. A practical and short access to 4-hydroxy-3-indolearbaldehyde and its application for the synthesis of pindolol analog

Somei, Masanori ; Iwasa, Etsuo ; Yamada, Fumio

出版情報:	Heterocycles. 24 pp.3065-3069, 1986-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4304

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

22.

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22. Total syntheses of indole alkaloids, annonidine A and 7-(3-metheyl-2-buten-1-YL)indole

Somei, Masanori ; Funamoto, Tetsuo ; Ohta, Toshiharu

出版情報:	Heterocycles. 26 pp.1783-1784, 1987-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4311

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

23.

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23. New reactions thallium compounds : A simple synthesisi of 4-and 7-substituted indoles bearing a nitro or an azido group

Somei, Masanori ; Yamada, Fumio ; Hamada, Hirokazu ; Kawasaki, Toshiya

出版情報:	Heterocycles. 29 pp.643-648, 1989-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4314

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

24.

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24. Structural determination of a natural alkaloid, 5-methoxy-1-oxo-1,2,3,4-tetrahydro-β-carboline and the synthesis of the corresponding 8-methoxy compound

Yamada, Fumio ; Saida, Yoshihiro ; Somei, Masanori

出版情報:	Heterocycles. 24 pp.2619-2627, 1987-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4306

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

25.

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25. A new and simple synthesis of 1-hydroxyindole derivatives

Somei, Masanori ; Kawasaki, Toshiya

出版情報:	Heterocycles. 29 pp.1251-1254, 1989-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4316

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

26.

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26. 1-Hydroxyindoles

Somei, Masanori

出版情報:	Heterocycles. 50 pp.1157-1211, 1999-04-01.
URL:	http://hdl.handle.net/2297/4350

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 This review summarizes our hypotheses, syntheses, physical and chemical propert … ies, and chemical reactions of 1-hydroxyindoles. Syntheses of natural products having 1-methoxyindole nucleus and 1-methoxy derivatives of indole alkaloids are also included. Application of the chemistry of 1-hydroxyindoles to the syntheses of biologically active substances, syntheses of tryptophan- 4,5-diones and their reactions, and biological evaluation of 1-hydroxyindoles are reviewed. 続きを見る

27.

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27. Syntheses of optically active methyl 1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylates having a halogen or an oxygen functional group at the 3a-position

Yamada, Fumio ; Fukui, Yoshikazu ; Iwaki, Takako ; Ogasawara, Sachiko ; Okigawa, Masaki ; Tanaka, Satomi ; Somei, Masanori

出版情報:	Heterocycles. 67 pp.129-134, 2006-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4384

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A simple and new method for the preparation of optically active methyl 3a-chlor … o-, 3a-bromo-, 3a-hydroxy-, and 3a-alkoxy-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-2-carboxylates has been developed. © 2006 The Japan Institute of Heterocyclic Chemistry All rights reserved. 続きを見る

28.

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28. Simple total syntheses of (-)-ergot alkaloids and their (+)-enantiomers by a common synthesis method utilizing optical resolution

Somei, Masanori ; Nakagawa, Kyoko

出版情報:	Heterocycles. 45 pp.1263-1266, 1997-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4344

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 The first and simple total syntheses of (-)-isochanoclavine-1 ((-)-1b), (-)-agr … oclavine ((-)-3), (-)-agroclavine-1 ((-)-4), and (-)-norchanoclavine-1 ((-)-5c) and their (+)-enantiomers are achieved from indole-3-carboxaldehyde (8) by a common synthesis method utilizing optical resolution. Absolute configuration of (-)-agroclavine-1 is determined to be 5R and 10S for the first time. Preparations of both enantiomers of chanoclavine-1 (1c) are also included. 続きを見る

29.

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29. Novel syntheses of 1-hydroxy-6- and -5-nitroindole-3-carbaldehydes, and their derivatives as daikon-phytoalexin analogs

Yamada, Koji ; Tomioka, Saori ; Tanizawa, Noriko ; Somei, Masanori

出版情報:	Heterocycles. 63 pp.1601-1611, 2004-07-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4380

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Hydroxy-6- and -5-nitroindole-3-carbaldehydes are prepared for the first time … from 1-methoxy-6- and -5-nitroindole-3-carbaldehydes, respectively, based on the discovery of novel methyl ether cleavage reaction. Utilizing them as common synthetic intermediates, syntheses of several daikon-phytoalexin analogs are achieved. 続きを見る

30.

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30. Simple synthesis of 1,3,4,5a,6,10b,11,11a-octahydro-2H-pyrazino[1',2':1,5]pyrrolo[2, 3-b]indole derivatives based on 1-hydroxyindole chemistry

Fukui, Yoshikazu ; Somei, Masanori

出版情報:	Heterocycles. 55 pp.2055-2057, 2001-11-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4364

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 3-Substituted (3S,6S)-6-(1-hydroxyindol-3-ylmethyl)-2,5-piperazinediones are pr … epared for the first time. They are shown to be suitable intermediates for the synthesis of 3,10b-disubstituted (3S,5aR,10bS,11as)-1,3,4,5a,6,10b,11, 11a-octahydro-2H-pyrazino[1',2': 1,5]pyrrolo[2,3-b]indole-1,4-dione derivatives. 続きを見る

31.

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31. A simple four step synthesis and optical resolution of 4-nitro-1,3,4,5-tetrahydrobenz[cd]indole, and the synthesis of 1-hydroxy derivatives of 4-nitro- and 4-amino-1,3,4,5-tetrahydrobenz[cd]indole

Nakagawa, Kyoko ; Aoki, Naokatsu ; Mukaiyama, Harunobu ; Somei, Masanori

出版情報:	Heterocycles. 34 pp.2269-2275, 1992-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4325

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

32.

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32. A five-step synthesis of psilocin from indole-3-carbaldehyde

Yamada, Fumio ; Tamura, Mayumi ; Somei, Masanori

出版情報:	Heterocycles. 49 pp.451-457, 1998-12-31. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4349

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A novel preparative method of psilocin was established in only five steps from indole-3-carbaldehyde in 50% overall yield.

33.

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33. Nucleophilic substitution reaction at the 1-position of 1-hydroxytryptamine and -tryptophan derivatives

Yamada, Fumio ; Goto, Aya ; Peng, Wu ; Hayashi, Toshikatsu ; Saga, Yoshitomo ; Somei, Masanori

出版情報:	Heterocycles. 61 pp.163-172, 2003-12-31. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4378

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A novel nucleophilic substitution reaction at the 1-position of indole nucleus … was discovered by reacting 1-hydroxytryptamine and -tryptophan derivatives with indoles in 85% formic acid yielding 1-(indol-3-yl)indoles. Their structures were determined by X-Ray crystallographic analysis and chemical correlations. An SN2 mechanism on the indole nitrogen (1-position) is proposed. 続きを見る

34.

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34. Syntheses of (±)-clavicipitic acid and its derivatives

Somei, Masanori ; Hamamoto, Shoichi ; Nakagawa, Kyoko ; Yamada, Fumio ; Ohta, Toshiharu

出版情報:	Heterocycles. 37 pp.719-724, 1994-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4331

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

35.

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35. Synthesis of analogs of wasabi phytoalexin (methyl 1-methoxyindole-3-carboxylate)

Yamada, Koji ; Kanbayashi, Yukiko ; Tomioka, Saori ; Somei, Masanori

出版情報:	Heterocycles. 57 pp.1627-1634, 2002-09-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4372

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Syntheses of wasabi phytoalexin analogs, such as 6-bromo-5-iodo, 2-bromo-5-iodo … , 6-nitro, 5-chloroacetyl, and 6-chloroacetyl congeners, are reported. An interesting effect of the 1-methoxy group on the regioselectivity of electrophilic substitution reactions on indole nucleus is observed. 続きを見る

36.

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36. Synthetic study directed toward novel multi-linked heterocycles

Somei, Masanori ; Yamada, Yoshikazu ; Kitagawa, Keiichi ; Sugaya, Katsuko ; Tomita, Yayoi ; Yamada, Fumio ; Nakagawa, Kyoko

出版情報:	Heterocycles. 45 pp.435-438, 1997-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4343

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 2-Amino-4-(1-methylindol-3-yl)thiazole (11c) has a characteristic nucleophilic … nature at the 5-position and add to the 4-position of acetylpyridinium acetate (13) producing 2-acetylamino-5-(1-acetyl-1,4-dihydropyridin-4-yl)-4-(1-methylindol-3-yl) thiazole (1c). Its structure was established by X-ray single crystallographic analysis. Applying the results, simple syntheses of the related tris- (1a-b and 2-8) and tetrakis-linked heterocycles (9) were achieved. 続きを見る

37.

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37. Reactions of 1-hydroxyindoles with p-toluenesulfonyl chloride and p-toluenesulfonic acid

Somei, Masanori ; Yamada, Fumio ; Goto, Aya ; Hayashi, Masumi ; Hasegawa, Masakazu

出版情報:	Heterocycles. 53 pp.2487-2497, 2000-11-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4357

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

38.

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38. A novel synthetic method of pyrrolo[2,3-b]indoles and its application to the synthesis of (±)-debromoflustramine B1

Somei, Masanori ; Yamada, Fumio ; Izumi, Tomoyuki ; Nakajou, Masahiro

出版情報:	Heterocycles. 45 pp.2327-2330, 1997-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4342

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Methoxy-3-(2-nitrovinyl)indole (4) functions as an electrophile and reacted w … ith various nucleophiles regioselectively at the 2-position. Employing allyl alkoxides as nucleophiles, a novel synthetic method of pyrrolo[2,3-b]indoles has been elaborated. Utilizing the method, the synthesis of (±)-debromofIustramine B (10b) was achieved. 続きを見る

39.

論文

39. Reactions of 1-methoxy-3-(2-nitrovinyl)indole with nucleophiles: An interesting solvent effect and a novel preparation of 3-substituted 1-methoxyindoles

Yamada, Koji ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 57 pp.1231-1234, 2002-07-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4371

概要: 金沢大学大学院自然科学研究科生理活性物質科学 Nucleophiles react with 1-methoxy-3-(2-nitrovinyl)indole (3) at the 2-position regioselectiv … ely in a dipolar aprotic solvent (DMF or HMPA), while in THF they undergo Michael addition to the β-carbon of nitrovinyl side chain. Depending on bases employed, the resultant Michael addition products (6d, 10, and 11) are found to undergo interesting cyclizations to give novel 3-substituted 1-methoxyindoles (7, 9, and 12). 続きを見る

40.

論文

40. Simple of syntheses of marine alkaloid, batzelline C, isobatzelline C, damirone A, and makaluvamine A

Yamada, Fumio ; Hamabuchi, Shin ; Shimizu, Aya ; Somei, Masanori

出版情報:	Heterocycles. 41 pp.1905-1908, 1995-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4338

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

41.

論文

41. The chemistry of 1-hydroxyindole derivatives : nucleophilic substitution reactions on indole nucleus

Somei, Masanori ; Kawasaki, Toshiya ; Fukui, Yoshikazu ; Yamada, Fumio ; Kobayashi, Tetsuya ; Aoyama, Harumi ; Shinmyo, Daisuke

出版情報:	Heterocycles. 34 pp.1877-1884, 1992-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4324

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

42.

論文

42. Nucleophilic substitution reaction of 1-hydroxytryptophan and 1-hydroxytryptamine derivatives regioselective syntheses of 5-substituted derivatives of tryptophan and tryptamine)

Somei, Masanori ; Fukui, Yoshikazu

出版情報:	Heterocycles. 36 pp.1859-1966, 1993-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4330

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

43.

論文

43. Preparation and a novel rearrangement reaction of 1, 2, 3, 4-tetrahydro-9-hydroxy-β-carboline, and their applications for the total synthesis of (±)-coerulescine

Somei, Masanori ; Noguchi, Koichi ; Yamagami, Ryutaro ; Kawada, Yumiko ; Yamada, Koji ; Yamada, Fumio

出版情報:	Heterocycles. 53 pp.7-10, 2000-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4356

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Novel 9-hydroxy-β-carboline derivatives were produced for the first time. A nov … el rearrangement reaction of 1, 2, 3, 4-tetrahydro-9-hydroxy-β-carbolines was discovered to give 3, 3-disubstituted oxindoles, which was successfully applied to the total synthesis of (±)-coerulescine. 続きを見る

44.

論文

44. Syntheses of wasabi phytoalexin (methyl 1-methoxyindole-3-carboxylate) and its 5-iodo derivative, and their nucleophilic substitution reactions

Somei, Masanori ; Tanimoto, Asuka ; Orita, Hitomi ; Yamada, Fumio ; Ohta, Toshiharu

出版情報:	Heterocycles. 54 pp.425-432, 2001-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4363

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A simple synthetic method for methyl 1-methoxyindole-3-carboxylate, a phytoalex … in isolated from Wasabia japonica, syn. Eutrema wasabi, and its 5-iodo derivative is reported. They underwent nucleophilic substitution reactions selectively at the 2-position. 続きを見る

45.

論文

45. Short step synthesis of an antibiotic, 6-cyano-5-methoxy-12-methylindolo[2,3-a]carbazole

Somei, Masanori ; Yamada, Fumio ; Suzuki, Yoshiaki ; Ohmoto, Shinobu ; Hayashi, Hiroyuki

出版情報:	Heterocycles. 64 pp.483-489, 2004-12-31. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4381

概要: 金沢大学大学院自然科学研究科生理活性物質科学 For evaluating the effectiveness of organic synthesis, both intellectual property factor (IP … F) and application potential factor (APF) are proposed. As a representative example, a highly effective synthetic method with IPF value of 53.8 and APF value of 100 has been established starting from indigo directing toward an antibiotic, 6-cyano-5-methoxy-12-methylindolo[2,3-a]carbazole, using only conventional reagents without using any protecting groups. © 2004 The Japan Institute of Heterocyclic Chemistry All rights reserved. 続きを見る

46.

論文

46. Syntheses of 1-hydroxytryptamines and serotonins having fattyacyl or (E)-3-phenylpropenoyl derivatives as a Nb-substituent, and a novel homologation on the 3-substituent of the 1-hydroxytryptamines upon treatment with diazomethane

Somei, Masanori ; Morikawa, Harunobu ; Yamada, Koji ; Yamada, Fumio

出版情報:	Heterocycles. 48 pp.1117-1120, 1998-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4348

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Hydroxytryptamines (6a-f) having (E)-3-phenyl-, (E)-3-(4-hydroxyphenyl)-, (E) … -3-(4-hydroxy-3-methoxyphenyl)propenoyl, octanoyl, hexadecanoyl, and docosanoyl group as a Nb-substituent are prepared for the first time. Preparations of serotonins (2a-c, e) from the corresponding 1-hydroxytryptamines (6a-c, e) are also reported. A novel homologation on the 3-substituent of 1-hydroxytryptamines is discovered upon treatment with diazomethane in chloroform or dichloromethane. 続きを見る

47.

論文

47. A simple synthesis of a phytoalexin, methoxybrassinin

Somei, Masanori ; Kobayashi, Kensuke ; Shimizu, Kazuhisa ; Kawasaki, Toshiya

出版情報:	Heterocycles. 33 pp.77-80, 1992-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4323

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

48.

論文

48. Simple one step syntheses of indole-3-acetonitriles from indole-3-carboxaldehydes

Yamada, Fumio ; Hashizume, Tomoko ; Somei, Masanori

出版情報:	Heterocycles. 47 pp.509-516, 1998-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4347

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 One step conversion method of indole-3-carboxaldehydes into indole-3-acetonitri … les is developed. Applying the method, 4-nitro- (7 a), 4-phenyl-(7 b), 4-iodo- (7 c), 4-methoxy- (7 d), and 4-benzyloxyindole-3-acetonitrile (7 e) are available in two steps from indole-3-carboxaldehyde (4). 続きを見る

49.

論文

49. Nucleophilic substitution reaction of N-2-(1-hydroxyindol-3-yl)ethylindole-3-acetamide and -1-hydroxyindole-3-acetamide

Nakai, Yu-ya ; Goto, Aya ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 60 pp.1589-1600, 2003-07-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4377

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Syntheses of N-2-(1-hydroxyindol-3-yl)ethyl-1-hydroxyindole-3-acetamide (3a) an … d -indole-3-acetamide (4a) are reported. They undergo nucleophilic substitution reaction at the 1-position upon reaction with indole in 85% formic acid to give new type compounds, N-2-[1-(indol-3-yl)indol-3-yl]ethylindole-3-acetamide (13), N-2-(indol-3-yl)ethyl-(14), and N-2-[1-(indol-3-yl)indol-3-yl]ethyl-1-(indol-3-yl)indole-3-acetamide (15). 続きを見る

50.

論文

50. Nucleophilic substitution reactions of 1-methoxy-6-nitroindole-3-carbaldehyde 1

Yamada, Koji ; Yamada, Fumio ; Shiraishi, Takei ; Tomioka, Saori ; Somei, Masanori

出版情報:	Heterocycles. 58 pp.53-56, 2002-11-22. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4373

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Methoxy-6-nitroindole-3-carbaldehyde is proved to be a versatile substrate fo … r the nucleophilic substitution reactions providing 2,3,6-trisubstituted indole derivatives. Preparation of a novel pyrimido[1,2-a]indole derivative is also reported. 続きを見る

51.

論文

51. Reduction of indigo: Simple syntheses of 3-acetoxy-, 1-acetyl-2.3-dihydro-, 3-acetoxy-3′-acetyl-, 3-acetoxy-1,3′-diacetyl-2,2′-bisindoles, and 2,2′-bisindole

Somei, Masanori ; Hayashi, Hiroyuki ; Ohmoto, Shinobu

出版情報:	Heterocycles. 44 pp.169-176, 1997-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4341

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Indigo was converted to 2,2′-bisindole by the direct reduction with zinc in ace … tic acid and acetic anhydride under argon or hydrogen atmosphere. Reduction with tin and iron afforded 3-acetoxy-2,2′-bisindole predominantly. Useful building blocks such as 1-acetyl-2,3-dihydro-, 3-acetoxy-3′-acetyl-, and 3-acetoxy-1,3′-diacetyl-2,2′-bisindoles were also produced depending on metal and reaction conditions. 続きを見る

52.

論文

52. Simple syntheses of indol-1-yl glucosides

Yamada, Fumio ; Hayashi, Toshikatsu ; Yamada, Koji ; Somei, Masanori

出版情報:	Heterocycles. 53 pp.1881-1884, 2000-09-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4362

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A lithium hydroxide promoted glucosidation of 1-hydroxyindoles with 2, 3, 4, 6- … tetra-0-acetyl-α-D-glucopyranosyl bromide is newly developed. Applying this method, the first and simple syntheses of novel indol-1-yl glucosides were achieved. 続きを見る

53.

論文

53. Novel formations of 6-mesyloxytryptamines and 1-substituted 3a-(4- chlorobutoxy)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indoles in the reaction of nb-substituted 1-hydroxytryptamines with mesyl chloride

Hasegawa, Masakazu ; Nagahama, Yoshiyuki ; Kobayashi, Kensuke ; Hayashi, Masumi ; Somei, Masanori

出版情報:	Heterocycles. 52 pp.483-491, 2000-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4355

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Formations of 6-mesyloxytryptamines and 1-substituted 3a-(4- chlorobutoxy)-1,2, … 3,3a,8,8a-hexahydropyrrolo[2,3-b]indoles were newly found in the reactions of Nb-substituted 1-hydroxytryptamines with mesyl chloride in THF. The latter compounds suggest that the intermediate indol-3-yl cations can trap THF and cleave the ether bond.. 続きを見る

54.

論文

54. A synthesis method of indole-3-methanamine and/or gramine from indole-3-carboxaldehyde, and its application for the syntheses of brassinin, its 4-substituted analogs, and 1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline

Yamada, Fumio ; Kobayashi, Kensuke ; Shimizu, Aya ; Aoki, Naokatsu ; Somei, Masanori

出版情報:	Heterocycles. 36 pp.2783-2804, 1993-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4329

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

55.

論文

55. Simple synthesisi of 2-2'-bisindole from indigo and its application for the syntheses of indole[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H9dione and -5-(6H9one derivatives

Somei, Masanori ; Hayashi, Hiroyuki ; Izumi, Tohru ; Ohmoto, Shinobu

出版情報:	Heterocycles. 41 pp.2161-2164, 1995-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4337

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

56.

論文

56. Nucleophilic substitution reaction on the nitrogen of indole nucleus : A novel synthesis of 1-aryltrryptamines

Hayashi, Toshikatsu ; Peng, Wu ; Nakai, Yu-ya ; Yamada, Koji ; Somei, Masanori

出版情報:	Heterocycles. 57 pp.421-424, 2002-03-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4370

57.

論文

57. Preparation of 7-substituted 4,5-dihydro-7H-pyrano[3,4-c]-isoxazole derivatives

Yamada, Koji ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 59 pp.685-690, 2002-03-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4374

概要: 金沢大学大学院自然科学研究科生理活性物質科学 1-Hydroxytryptamine derivatives undergo nucleophilic substitution reaction on the indole nit … rogen (Na) as a general reaction by the treatment with acid, providing a novel synthetic method for 1-aryltryptamines. Depending on the structures of nucleophiles, 5- and 7-substituted tryptamines can also be produced in addition to the 1-aryltryptamines. An easy approach to 7-substituted 4,5-dihydro-7H-pyrano[3,4-c]-isoxazole derivatives (3a-b and 6a-d) is described by the reaction of 2-aryl substituted 1-nitro-3-oxa-6-heptynes (2, 5a and 5b) with n-BuLi, followed by treatment with acetic anhydride. 続きを見る

58.

論文

58. Syntheses of serotonin, N-methylserotonin, bufotenine, and melatonin, and the first total synthesis of N-(Indol-3-YL)methyl-N-methyl-5-methoxytryptamine from tryptamine through a common intermediate, 1-hydroxytryptamine

Somei, Masanori ; Yamada, Fumio ; Morikawa, Harunobu

出版情報:	Heterocycles. 46 pp.91-94, 1997-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4346

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

59.

論文

59. Preparations of tryptamine-4,5-diones, and their diels-alder and nucleopilic addition reactions

Somei, Masanori ; Fukui, Yoshikazu ; Hasegawa, Masakazu

出版情報:	Heterocycles. 41 pp.2157-2160, 1995-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4336

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

60.

論文

60. A novel dimerization of 1-hydroxyindoles

Hasegawa, Masakazu ; Tabata, Matsuko ; Satoh, Keiichi ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 43 pp.2333-2342, 1996-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4340

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Hydroxyindoles are sensitive to acids and undergo four types of competing rea … ctions; dehydroxylation, nucleophilic substitution, dimerization, and formation of hexacyclic dimer. The direction of the reaction seems to be determined depending on the subtle balance of substrate structures, acids, and reaction conditions. Stuctures of variety of products are unequivocally determined by X-ray single crystallographic analyses and chemical correlations. 続きを見る

61.

論文

61. Nucleophilic substitution reaction of 3-acetyl-1-methoxyindole and its application for the synthesis of novel 2-substituted methyl 2,3-dihydro-1- methyl-3-oxo-5H-pyrido-[4,3-b]indole-4-carboxylates

Somei, Masanori ; Nakajou, Masahiro ; Teramoto, Tsuyoshi ; Tanimoto, Asuka ; Yamada, Fumio

出版情報:	Heterocycles. 51 pp.1949-1956, 1999-08-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4354

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A simple synthetic route was established for 3-acetyl-1-methoxyindole, which wa … s found to undergo nucleophilic substitution reactions selectively at the 2-position. Applying the reaction, novel 2-substituted methyl 2,3- dihydro-1-methyl-3-oxo-5H-pyrido[4,3-b]indole-4-carboxylates were prepared. 続きを見る

62.

論文

62. Syntheses of melatonin and its derivatives

Somei, Masanori ; Fukui, Yoshikazu ; Hasegawa, Masakazu ; Oshikiri, Naoki ; Hayashi, Toshikatsu

出版情報:	Heterocycles. 53 pp.1725-1736, 2000-08-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4361

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Two simple synthetic methods for melatonin are newly developed from tryptamine … through intermediates, which are promising lead compounds for drug developing research. Novel chemical reactivities of melatonin in its bromination, lithiation, and acylation are also reported. 続きを見る

63.

論文

63. A regioselective lithiation of 1-methoxymethoxyindole at the 2-position and its application for the synthesis of 2-substituted indoles

Somei, Masanori ; Kobayashi, Tetsuya

出版情報:	Heterocycles. 34 pp.1295-1298, 1992-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4327

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

64.

論文

64. Ergot alkaloids : the first and five step total syntheses of (-)-and (+)-6,7-secoagroclavines, and syntheses of (-)-and (+)-6-nor-6-propyl-6, 7-secoagroclaines ((-)-and (+)-kstu 1415)

Nakagawa, Kyoko ; Somei, Masanori

出版情報:	Heterocycles. 32 pp.873-878, 1991-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4322

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

65.

論文

65. Formation of 3,4,5,6-tetrahydro-7-hydroxy-6-methyl-1H-azepino[5,4,3-cd]indole in the reaction of serotonin with acetaldehyde in water in the presence of either L-amino acid, nicotine or fluoride

Somei, Masanori ; Seto, Minoru

出版情報:	Heterocycles. 60 pp.519-522, 2003-03-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4375

概要: 金沢大学大学院自然科学研究科生理活性物質科学 Possible formation of a new compound, 3,4,5,6-tetrahydro-7-hydroxy-6-methyl-1H-azepino[5,4,3 … -cd]indole (4a), in serotonergic neuron after drinking ethanol is chemically suggested by reacting serotonin with acetaldehyde in water in the presence of either L-amino acid, nicotine or fluoride. 続きを見る

66.

論文

66. Short step syntheses of indolo[2,3-a]carbazoles carrying an alkyl, allyl, or a glycosyl group at the 11-position and a novel 6,7-dihydro-13H-cyclopentano[mn]indolo[3,2-c]-acridine derivative

Somei, Masanori ; Yamada, Fumio ; Kato, Jun ; Suzuki, Yoshiaki ; Ueda, Yoshinori

出版情報:	Heterocycles. 56 pp.81-84, 2002-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4369

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Their Diels-Alder reaction produced 11-alkyl-, 11-allyl-, and 11-β-glycosylindo … lo[2,3-a]carbazoles. Formation of a novel 6,7-dihydro-13H-cyclopentano[mn]indolo[3,2-c]acridine derivative is also reported. 続きを見る

67.

論文

67. Introduction of nucleophiles or ethyl group to the indole nucleus through nucleophilic substitution and/or radical reactions of 1-methoxyindole-3- and -2-carbox-aldehyde

Yamada, Fumio ; Fukui, Yoshikazu ; Shinmyo, Daisuke ; Somei, Masanori

出版情報:	Heterocycles. 35 pp.99-104, 1993-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4328

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

68.

論文

68. A novel synthesis of 2,2'-bisindole and its application for the synthesis of indole[2,3-a]carbazole derivatives

Somei, Masanori ; Kodama, Atsushi

出版情報:	Heterocycles. 34 pp.1285-1288, 1992-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4326

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

69.

論文

69. Simple of syntheses of marine alkaloid, (±)-helonin A, and its analogs

Somei, Masanori ; Aoki, Kazuko ; Nagahama, Yoshiyuki ; Nakagawa, Kyoko

出版情報:	Heterocycles. 41 pp.5-8, 1995-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4335

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

70.

論文

70. Synthesis of 1-hydroxyyohimbine and its novel skeletal rearrangement reaction into oxindole derivatives

Somei, Masanori ; Noguchi, Koichi ; Yamada, Fumio

出版情報:	Heterocycles. 55 pp.1237-1240, 2001-07-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4368

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Hydroxyyohimbine was prepared for the first time. Its skeletal rearrangement … reaction either directly into 2-oxindole or into 3-oxindole derivatives by a series of reaction is reported. 1-Hydroxyyohimbine and some of its derivatives showed potent α2 blocking activity. 続きを見る

71.

論文

71. Solvent effect on the reaction of 1-methoxy-3-(2-nitrovinyl)indole with nucleophiles

Yamada, Koji ; Izumi, Tomoyuki ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 66 pp.583-594, 2005-12-31. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4383

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-Methoxy-3-(2-nitrovinyl)indole (1a) functions as an electrophile and reacts w … ith various nucleophiles. In THF, nucleophiles undergo conjugate addition to the β-carbon of the nitroviyyl side chain of 1a, regioselectively. The resultant Michael addition products (4d and 8) cyclize to novel 3-substituted 1-methoxyindoles (5 and 7) depending on reaction conditions and a plausible mechanism is discussed. In dipolar aprotic solvent (DMF), nucleophiles react with 1a at the 2-position predominantly with concomitant liberation of the 1-methoxy group giving 2-substituted indoles. © 2005 The Japan Institute of Heterocyclic Chemistry. 続きを見る

72.

論文

72. The first and simple total synthesis of cappariloside A1

Somei, Masanori ; Yamada, Fumio

出版情報:	Heterocycles. 53 pp.1573-1578, 2000-07-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4360

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A lithium hydroxide promoted simple glycosylation of 4-hydroxyindole-3- acetoni … trile with 2,3,4, 6-tetra-O-acetyl-a-D-glucopyranosyl bromide was developed. Utilizing the method, the first and five steps total synthesis of cappariloside A was achieved from indole-3-carbaldehyde in 41% overall yield. 続きを見る

73.

論文

73. Simple syntheses of 1,3,4,5-tetrahydropyrrole[4,3,2-DE}-quinoline and 5-hydroxy-4-nitroindole (synthetic study for indole having a nitrogen containing functional group at the 4-position)

Hamabuchi, Shin ; Hamada, Hirokazu ; Hironaka, Akiko ; Somei, Masanori

出版情報:	Heterocycles. 32 pp.443-448, 1991-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4321

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

74.

論文

74. Preparations of melatonin and 1-hydroxymelatonin, and its novel nucleophilic dimerization to (±)-3a,3a'-bispyrrolo[2,3-b]indoles

Somei, Masanori ; Oshikiri, Naoki ; Hasegawa, Masakazu ; Yamada, Fumio

出版情報:	Heterocycles. 51 pp.1237-1242, 1999-06-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4353

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A unique synthetic method for melatonin was established through biologically pr … omising synthetic intermediates. 1-Hydroxymelatonin was prepared as crystals for the first time. It reacted with 85% formic acid to give (±)-3a,3a'-bispyrrolo[2,3-b]indole compound, whose structure was unequivocally determined by X-Ray crystallographic analysis 続きを見る

75.

論文

75. The first and simple synthesis of indole alkaloid, bipolaramide

Somei, Masanori ; Kawasaki, Toshiya

出版情報:	Heterocycles. 42 pp.281-287, 1996-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4339

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 The first and simple total synthesis of bipolaramide was achieved in 31 % overa … ll yield from (2S)-2,3-dihydroindole-2-carboxylic acid in three (or two) steps. Derivatives of bipolaramide having halogen, alkenyl, nitro, or azido substitueras were also prepared. 続きを見る

76.

論文

76. The first syntheses of antiviral, cytotoxic 6-cyano-5-methoxy- and-12-methyundolo[2,3-a]carbazoles, and related indolo[2,3-a]carbazoles from indigo

Hayashi, Hiroyuki ; Ohmoto, Shinobu ; Somei, Masanori

出版情報:	Heterocycles. 45 pp.1647-1650, 1997-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4345

概要: 金沢大学大学院自然科学研究科生理活性物質科学 The first simple total syntheses of 6-cyano-5-methoxy- (1a) and -12-methylindolo[2,3-a]carba … zolc (1b) are attained from indigo (2) in only five and six steps, respectively. Preparations of 5-hydroxy- (13), 5-bromoindolo[2,3-a]carbazole (14), and a novel spiro compound (7) are also included. 続きを見る

77.

論文

77. Water-soluble melatonins: Syntheses of melatonins carrying a glycosyl group at the 1-position

Iwaki, Takako ; Fujita, Yasuaki ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 60 pp.1411-1418, 2003-06-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4376

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-(β-D-Xylopyranosyl)- (2a), 1-(β-D-glucopyranosyl)- (2b), 1-(β-D-galactopyrano … syl)- (2c), and 1-(α-D-arabinopyranosyl)melatonins (3b) are prepared as water-soluble melatonins starting from melatonin. 続きを見る

78.

論文

78. Preparation of 1-hydroxyindole derivatives and a new route to 2-substituted indoles

Kawasaki, Toshiya ; Kodama, Atsushi ; Nishida, Tokiko ; Shimizu, Kazuhisa ; Somei, Masanori

出版情報:	Heterocycles. 32 pp.221-227, 1991-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4320

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

79.

論文

79. imple syntheses of lespedamine and 5-bromo-N,N-dimethyltryptamine based on 1-hydroxyindole chemistry

Somei, Masanori ; Kobayashi, Kensuke ; Tanii, Keiko ; Mochizuki, Toshihiko ; Kawada, Yumiko ; Fukui, Yoshikazu

出版情報:	Heterocycles. 40 pp.119-122, 1995-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4334

概要: 金沢大学大学院自然科学研究科生理活性物質科学

80.

論文

80. Nucleophilic substitution reaction of 1-methoxy-6-nitro-indole

Yamada, Koji ; Kawasaki, Toshiya ; Fujita, Tomomi ; Somei, Masanori

出版情報:	Heterocycles. 55 pp.1151-1159, 2001-06-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4367

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Nucleophilic substitution reaction of 1-methoxy-6-nitroindole (1) was examined. … In the reaction with sodium methoxide or sodium cyanide as a nucleophile, 2- and 3-methoxy-6-nitroindoles, and 7-cyano-6-nitroindole were obtained, respectively. A novel methylene homologation at the 3-position was found in the reaction of 1 with sodium methyl sulfide or potassium salt of diethyl malonate to give 3-methylthiomethytyl-6-nitroindole and its 2-methylthio derivative, and diethyl 2-(6-nitroindol-3-yl)methylmalonate, respectively. Possible reaction mechanism is discussed. 続きを見る

81.

論文

81. Short step syntheses of a natural product, 6-cyano-5-methoxy-12- methylindolo[2,3-a]carbazole and novel 6-aminoindolo[2,3-a]-thiazolo[5,4- c]carbazoles

Hayashi, Hiroyuki ; Suzuki, Yoshiaki ; Somei, Masanori

出版情報:	Heterocycles. 51 pp.1233-1235, 1999-06-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4352

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Starting from indigo, simple synthetic methods for 6-cyano-5-methoxy- 12-methyl … indolo[2,3-a]carbazole and novel 6-aminoindolo[2,3-a]thiazolo-[5,4- c]carbazoles are achieved using only conventional reagents. 続きを見る

82.

論文

82. Synthesis of 3a-(indol-3-yl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole core of leptosins D-F based on nucleophilic substitution reaction on indole nucleus

Yamada, Fumio ; Goto, Aya ; Somei, Masanori

出版情報:	Heterocycles. 53 pp.1255-1258, 2000-06-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4359

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A simple and convenient synthetic methodology for 3a-(indol-3-yl)- 1,2,3,3a,8,8 … a-hexahydropyrrolo[2,3-b]indole, the core structure of leptosins D-F is developed by applying nucleophilic substitution reaction of 1- hydroxytryptamines. 続きを見る

83.

論文

83. Lithiation of 3-dimethylaminomethyl- and 3-dimethylamino-ethyl-1-methoxyindole derivatives

Nakagawa, Kyoko ; Somei, Masanori

出版情報:	Heterocycles. 39 pp.31-34, 1994-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4333

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

84.

論文

84. Nucleophilic substitution reaction on the nitrogen of indole nucleus: Formation of 1-(indol-3-yl)indoles upon reaction of 1-hydroxyindoles with indole in formic acid

Somei, Masanori ; Yamada, Fumio ; Hayashi, Toshikatsu ; Goto, Aya ; Saga, Yoshitomo

出版情報:	Heterocycles. 55 pp.457-460, 2001-03-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4366

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 1-(Indol-3-yl)indoles are obtained in excellent to good yields by the reaction … of 1-hydroxyindoles with indole in 85% formic acid. Their structures are determined by X-Ray crystallographic analysis and chemical correlations. The unprecidented SN2 mechanism on the indole nitrogen is proposed. 続きを見る

85.

論文

85. The first total synthesis of bufobutanoic acid by two routes based on nucleophilic substitution reaction on indole nucleus

Kurauchi, Takashi ; Nagahama, Yoshiyuki ; Hasegawa, Masakazu ; Yamada, Koji ; Somei, Masanori

出版情報:	Heterocycles. 53 pp.1017-1019, 2000-05-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4358

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Regioselective nucleophilic substitution reaction of 1- hydroxytryptamines led … to establish two novel routes for the first synthesis of bufobutanoic acid. An effective synthesis of 5-benzyloxytryptamine from tryptamine is also reported. 続きを見る

86.

論文

86. A novel preparation of 3-hydroxy-3H-indole-3-ethanamines and -3H-indole-3-acetamides having either a 4-morpholinyl or 1-pyrrolidinyl group at the 2-position

Hayashi, Toshikatsu ; Nakai, Yu-ya ; Yamada, Fumio ; Somei, Masanori

出版情報:	Heterocycles. 62 pp.437-444, 2004-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4379

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A novel synthetic method is discovered for 3-hydroxy-3H-indole-3-ethanamines an … d -3H-indole-3-acetamides having either a 4-morpholinyl or 1-pyrrolidinyl group at the 2-position by reacting the corresponding 1-hydroxyindoles with enamines in the presence of tosyl or mesyl chloride. A plausible mechanism is proposed. 続きを見る

87.

論文

87. A novel methodology for preparing 5-chloro- and 5-bromotryptamines and tryptophans, and its application to the synthesis of (±)-bromochelonin B

Hasegawa, Masakazu ; Yamada, Koji ; Nagahama, Yoshiyuki ; Somei, Masanori

出版情報:	Heterocycles. 51 pp.2815-2821, 1999-12-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4351

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 A novel methodology for introducing chlorine or bromine into the 5- position of … tryptamines was found through 1-hydroxytryptamines. The chemistry was applied to the syntheses of (±)-5-chloro-, -5-bromotryptophan derivatives, and (±)-bromochelonin B. 続きを見る

88.

論文

88. Rhe first total syntheses of 9-methoxycarbazole-3-carboxaldehyde and methoxybrassinin1 (the chemistry of 1-methoxyindole)

Kawasaki, Toshiya ; Somei, Masanori

出版情報:	Heterocycles. 31 pp.1605-1608, 1990-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4319

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

89.

論文

89. The first total synthesisi of (±)-chanoclavine-Ⅰ acid and an alternative total synthesisi of (±)-chanoclavine-Ⅰ

Somei, Masanori ; Mukaiyama, Harunobu ; Nomura, Toko ; Nakagawa, Kyoko

出版情報:	Heterocycles. 31 pp.1919-1921, 1990-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4318

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

90.

論文

90. Three new synthetic methods for the 1,2,3,3a,8,8a-hexa-hydropyrrolo[2,3-b] indoles having an alkoxy group at the 3a-position

Iwaki, Takako ; Yamada, Fumio ; Funaki, Shiho ; Somei, Masanori

出版情報:	Heterocycles. 65 pp.1811-1815, 2005-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4382

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Three methods have been newly developed for the synthesis of 1,2,3,3a,8,8a-hexa … hydropyrrolo[2,3-b]indoles. Employing them, 3a-chloro-, 3a-bromo-, 3a-hydroxy-, and various 3a-alkoxy-1,2,3,3a,8,8a-hexahydropyrrolo[2, 3-b]indoles are now readily available. 続きを見る

91.

論文

91. 1-hydroxyyohimbine and its derivatives: new potent α2-blockers for the treatment of erectile dysfunction

Somei, Masanori ; Noguchi, Koichi ; Yoshino, Katsumasa ; Mori, Koichiro ; Asada, Mamiko ; Yamada, Fumio ; Tanaka, Yoshio ; Shigenobu, Koki ; Koike, Katsuo

出版情報:	Heterocycles. 69 pp.259-269, 2006-12-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4385

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

92.

論文

92. Simple syntheses of analogs of a wasabi phytoalexin

Yamada, Fumio ; Yamada, Koji ; Takeda, Hikari ; Somei, Masanori

出版情報:	Heterocycles. 55 pp.2361-2368, 2001-12-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4365

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部 Preparations of 5-nitroindol-1-yl (5a), 6-nitroindol-1-yl (5b), and 1,2,3-benzo … triazol-1-yl 1-methoxyindole-3-carboxylates (9) are reported. These are active esters and proved to be useful intermediates for the preparations of ester and amide analogs of methyl 1-methoxyindole-3-carboxylate, a wasabi phytoalexin. 続きを見る

93.

論文

93. Syntheses of (±)-4-amino-1,3,4,5-tetrahydrobenz[cd]indole-4-carboxylic acid, (±)-4-N,N-dipropylamino-4-hydroxymethyl- and (±)-4-propyloxy-1,3,4,5-tetrahydrobenz[cd]indole

Somei, Masanori ; Aoki, Naokatsu ; Nakagawa, Kyoko

出版情報:	Heterocycles. 38 pp.1479-1482, 1994-01-01. 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/4332

概要: 金沢大学大学院自然科学研究科生理活性物質科学 金沢大学薬学部

94.

論文

94. Rearrangement reaction of 1-ethoxy- and 1-hydroxy-2-phenylindole

Yamada, Koji ; Somei, Masanori

出版情報:	Heterocycles. 84 pp.785-799, 2012-01-01. elsevier / Japan Institute of Heterocyclic Chemistry = 日本複素環化学研究所
URL:	http://hdl.handle.net/2297/30375

概要: Photoirradiation of 1-ethoxy-2-phenylindole in methanol and the reaction of 1-hydroxy-2-phenylindole with tosyl chloride … produced 6-ethoxy- and 6-tosyloxy-2-phenylindoles, respectively, as minor products. The latter was derived to 6-ethoxy-2-phenylindole. The structure is determined by direct comparison of the spectral data with those of the authentic 4-, 5-, 6-, and 7-ethoxy-2-phenylindoles whose syntheses are reported in detail. © 2012 The Japan Institute of Heterocyclic Chemistry. 続きを見る

95.

論文

95. Nucleophilic substitution reaction of 1-methoxyindole-3-carbaldehyde

Yamada, Fumio ; Shinmyo, Daisuke ; Nakajou, Masahiro ; Somei, Masanori

出版情報:	Heterocycles. 86 pp.435-453, 2012-01-01. Japan Institute of Heterocyclic Chemistry 有機合成化学協会 / Elsevier
URL:	http://hdl.handle.net/2297/35651

概要: 1-Methoxyindole-3-carbaldehyde is proved to be a versatile electrophile and reacts regioselectively at the 2-position wi … th various types of nucleophiles providing 2-substituted indole-3-carbaldehydes. © 2012 The Japan Institute of Heterocyclic Chemistry. 続きを見る

96.

論文

96. The Chemistry of Indoles. XLIV. : Synthetic Study Directed toward 3, 4, 5, 6-Tetrahydro-1H-azepino[5, 4, 3-cd]indoles

Somei, Masanori ; Wakida, Masayuki ; Ohta, Toshiharu

出版情報:	Chemical and Pharmaceutical Bulletin. 36 pp.1162-1168, 1988-01-01. Pharmaceutical Society of Japan = 日本薬学会
URL:	http://hdl.handle.net/2297/43996

概要: somei.home@topaz.plala.or.jp A simple synthetic metho which can provide 3, 4, 5, 6-tetrahydro-1H-azepinol[5, 4, 3-cd]indole derivatives having a carbon side chain at any desired position of the nucleus was developed. The method was … applied to the preparation of 4- and 5-alkyl-3, 4, 5, 6-tetrahydro-1H-azepino[5, 4, 3-cd]indoles. 続きを見る

97.

論文

97. A Novel Method for Attacking Non-activated C-H Bond and Its Application to the Synthesis of Gibberellin-A15 from Enmein

Somei, Masanori ; Okamoto, Toshihiko

出版情報:	Chemical and Pharmaceutical Bulletin. 18 pp.2135-2138, 1970-01-01. Pharmaceutical Society of Japan = 日本薬学会
URL:	http://hdl.handle.net/2297/43994

98.

論文

98. The Chemistry of Indoles. XXIV. Syntheses of 3-Indoleacetic Acid and 3-Indoleacetonitrile Having a Halogeno Group and a Carbon Functional Group at the 4-Position

Somei, Masanori ; Kizu, Kiyomi ; Kunimoto, Masako ; Yamada, Fumio

出版情報:	Chemical and Pharmaceutical Bulletin. 33 pp.3696-3708, 1985-01-01. Pharmaceutical Society of Japan = 日本薬学会
URL:	http://hdl.handle.net/2297/44021

概要: Various 4-halogeno-3-indoleacetic acids and -3-indoleacetonitriles were synthesized for the first time by means of the Sandmeyer or Schiemann reaction, demonstrating the versatility of 4-indolediazonium salts in 4-substituted indole … chemistry. A practical synthetic method for 4-halogenoindoles was developed by regio-selective thallation-halogenation, and the products were also led to 4-halogeno-3-indoleacetic acids. The first synthesis of 4-formyl-3-indoleacetonitrile is also reported. 続きを見る

99.

論文

99. The Chemistry of Indoles. CVII. A Novel Synthesis of 3, 4, 5, 6-Tetrahydro-7-hydroxy-1H-azepino[5, 4, 3-cd]indoles and a New Finding on Pictet-Spengler Reaction

Somei, Masanori ; Teranishi, Sakiko ; Yamada, Koji ; Yamada, Fumio

出版情報:	Chemical and Pharmaceutical Bulletin. 49 pp.1159-1165, 2001-01-01. Pharmaceutical Society of Japan = 日本薬学会
URL:	http://hdl.handle.net/2297/43977

概要: Serotonins were found to produce 3, 4, 5, 6-tetrahydro-7-hydroxy-1H-azepino[5, 4, 3-cd]indoles by simple heating with am … ines under an oxygen atmosphere. Serotonins also reacted with various aldehydes to provide 3, 4, 5, 6-tetrahydro-7-hydroxy-1H-azepino[5, 4, 3-cd]indoles rather than β-carbolines under basic conditions. In these novel reactions, the presence of the 5-hydroxy group on the indole nucleus was suggested to be essential. Possible mechanisms are discussed. 続きを見る

100.

論文

100. Total synthesis of (±)-paniculidine B

Somei, Masanori ; Ohnishi, Hiroyuki

出版情報:	Chemical and Pharmaceutical Bulletin. 33 pp.5147-5148, 1985-01-01. Pharmaceutical Society of Japan = 日本薬学会
URL:	http://hdl.handle.net/2297/43985

概要: The first synthesis of (±)-paniculidine B is achieved from 2-nitrotoluene in seven steps with an overall yield of 16%.

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