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Paper | Regular issue | Vol 53, No. 9, 2000, pp.2009-2018
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8982
A Synthesis of 2,3,4,5-Tetrahydro-1H-3-benzazepines via Pummerer-Type Cyclization of N-(2-Arylethyl)-N-(2-phenylsulfinylethyl)formamides

Jun Toda, Tsuyoshi Ichikawa, Toshiaki Saitoh, Yoshie Horiguchi, and Takehiro Sano*

*Showa Pharmaceutical University, 3-3165, Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan


A construction of 2,3,4,5-tetrahydro-1H-3-benzazepine ring system (7) was achieved via Pummerer-type cyclization of N-(2-arylethyl)-N-2- (phenylsulfinylethyl)formamides (6). This route produced the benzazepines (10) and (11) in six steps starting from readily available 2-arylethylamines (2) and 2-chloroethyl phenyl sulfide.