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Communication | Special issue | Vol 17, No. 1, 1982, pp.163-166
Published online, 1st January, 1970
DOI: 10.3987/S-1982-01-0163
Ring Transformations of Heterocycles via Ylide Intermediates: Synthesis of Hexahydro-2,3-diazepino[5,4-b]indoles from Tetrahydro-γ-carbolines

Yasumitsu Tamura,* Iwao Morita, Hidetsugu Tsubouchi, Hiroyuki Ikeda, and Masazumi Ikeda

*Faculty of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Toyonaka, Osaka 560-0043, Japan


N-Amination of 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoles with o-(p-toluenesulfonyl)-N-alkylhydroxylamines followed by base treatment gave the ring expanded products, 1,2,3,4,5,6-hexahydro-2,3-diazepino[5,4-b]indoles.