Synthesis of β-aminoketones and construction of highly substituted 4-piperidones by mannich reaction induced by persistent radical cation salts

…, XE Wang, CX Yang, CD Huo, WJ Wang, Y Ren…

Index: Jia, Xiao-Dong; Wang, Xiao-E.; Yang, Cai-Xia; Huo, Cong-De; Wang, Wen-Juan; Ren, Yan; Wang, Xi-Cun Organic Letters, 2010 , vol. 12, # 4 p. 732 - 735

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Citation Number: 22

Abstract

A Mannich reaction of imines and ketones induced by persistent radical cation salts was investigated, and a series of Mannich bases, β-aminoketones, were synthesized. A novel cyclization to form the 4-piperidone skeleton was achieved in a tandem process. The reaction can be rationalized as a radical cation process supported by various evidence.

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