1.

論文
論文
1. 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<br />金沢大学薬学部<br />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
2.

論文
論文
2. 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<br />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
3.

論文
論文
3. 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<br />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
4.

論文
論文
4. 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<br />金沢大学薬学部<br />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
5.

論文
論文
5. 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<br />金沢大学薬学部<br />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
6.

論文
論文
6. 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<br />金沢大学薬学部<br />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
7.

論文
論文
7. 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<br />金沢大学薬学部<br />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