Tandem alkylation-reduction of nitriles. Synthesis of branched primary amines

FJ Weiberth, SS Hall

Index: Weiberth, Franz J.; Hall, Stan S. Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5338 - 5341

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Citation Number: 20

Abstract

Tandem alkylation-reduction of a series of nitriles by alkylating with Grignard reagents followed by reducing with lithium-ammonia afforded the corresponding branched primary amines in reasonable isolated yields. Alkyl and aromatic nitriles and a variety of Grignard reagents have been employed in this convenient procedure. A mechanism for the reduction of the imine intermediate is suggested.