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Paper | Regular issue | Vol 83, No. 11, 2011, pp.2547-2562
Published online, 4th October, 2011
DOI: 10.3987/COM-11-12345
A Novel Synthesis of 3,4,5,6-Tetrahydro-7-hydroxy-1H-azepino[5,4,3-cd]indole Derivatives from Serotonin

Koji Yamada, Sakiko Teranishi, Ayako Miyashita, Minoru Ishikura, and Masanori Somei*

*Faculty of Pharmaceutical Scicences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa 920-1192,

Abstract

Utilizing novel Nb-substituted serotonins, 5- and/or 6-substituted 3,4,5,6-tetrahydro-7-hydroxy-1H-azepino[5,4,3-cd]indole derivatives are produced simply by treating serotonins with aldehydes under basic conditions. Synthesis of 2,2a,3,4,5,6-hexahydro-7-hydroxy-1H-azepino[5,4,3-cd]indole-2-one derivatives is also reported.