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| 1.
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論文
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Hayashi, Toshikatsu ; Peng, Wu ; Nakai, Yu-ya ; Yamada, Koji ; Somei, Masanori
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 />1-Hydroxytryptamine derivatives undergo nucleophilic substitution reaction on the indole nit
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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.
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| 2.
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論文
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Yamada, Koji ; Yamada, Fumio ; Somei, Masanori
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 />1-Hydroxytryptamine derivatives undergo nucleophilic substitution reaction on the indole nit
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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.<br />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.
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| 3.
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論文
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Somei, Masanori ; Seto, Minoru
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
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-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.
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| 4.
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論文
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Yamada, Koji ; Kawasaki, Toshiya ; Fujita, Tomomi ; Somei, Masanori
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.
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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.
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