Tetrahedron

Self-modulated highly chemoselective direct-reductive-amination (DRA) of benzaldehydes straightforward to N-monosubstituted benzylamine hydrochlorides

L Xing, C Cheng, R Zhu, B Zhang, X Wang, Y Hu

Index: Xing, Lixin; Cheng, Chuanjie; Zhu, Rui; Zhang, Boyang; Wang, Xinyan; Hu, Yuefei Tetrahedron, 2008 , vol. 64, # 51 p. 11783 - 11788

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Citation Number: 21

Abstract

An unprecedented efficient and chemoselective DRA of benzaldehydes and primary amines was developed to directly yield N-monosubstituted benzylamine hydrochlorides as single products in practically quantitative yields. The method was characterized by simply adding a few milliliters of CHCl3 in the conventional Pd–C catalytic hydrogenation system at atmospheric pressure and room temperature. A self-modulated system and a four-stage ...