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■ Synthesis of the Bicyclic Secondary Amines via Dimethylaminomethylene Ketones from 3-Pyrrolidone and 4-Piperidone

Hideto Fukui,* Kiyoshi Inoguchi, and Jun Nakano

*Central Research Institute, Kaken Pharmaceutical Co., Ltd., Shinomiya, Minamikawara-cho, Yamashina-ku, Kyoto 607-8042, Japan

Abstract

The reaction of N-protected 3-pyrrolidone and 4-piperidone with N,N-dimethylformamide dimethyl acetal gave the dimethylaminomethylene ketones, which reacted with several types of hydrazines, amidines, and guanidine to afford the secondary amines having fused ring system.