The Journal of Organic Chemistry

Copper (I)-activated addition of Grignard reagents to nitriles. Synthesis of ketimines, ketones, and amines

FJ Weiberth, SS Hall

Index: Weiberth, Franz J.; Hall, Stan S. Journal of Organic Chemistry, 1987 , vol. 52, # 17 p. 3901 - 3904

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Citation Number: 81

Abstract

Recently we described a convenient synthesis of branched primary amines using a tandem addition-reduction pr~ cedure.~ Lithium-ammonia reduction was used in situ to reduce ketimines, prepared by addition of Grignard reagents to nitriles. In that study we noted-to our chagrin-that the addition of Grignard reagents to nitriles can be slow and even useless, particularly when the components are sterically hindered. Although the addition of ...