The Journal of Organic Chemistry

1-(Trimethylsilyl) benzotriazole-Assisted Addition of Grignard Reagents to Imines: A Versatile Approach to Aliphatic Secondary Amines

AR Katritzky, Q Hong, Z Yang

Index: Katritzky, Alan R.; Hong, Qingmei; Yang, Zhijun Journal of Organic Chemistry, 1994 , vol. 59, # 26 p. 7947 - 7948

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Citation Number: 17

Abstract

Attempted reactions of imines which contain a-hydrogens with Grignard reagents generally fail to give acceptable yields of secondary amines by simple addition because of the poor electrophilicity of the imine carbon and competing loss of the a-pr~ ton. l-~ Some organolithiums do add to certain types of imines, but the yields are generally low for the same reason^.^-^ To circumvent these problems, a number of methods have been ...