Mild and practical method for the α-arylation of nitriles with heteroaryl halides

…, M McLaughlin, JYL Chung, RJ Cvetovich…

Index: Klapars, Artis; Waldman, Jacob H.; Campos, Kevin R.; Jensen, Mark S.; McLaughlin, Mark; Chung, John Y. L.; Cvetovich, Raymond J.; Chen, Cheng-Yi Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 10186 - 10189

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Citation Number: 25

Abstract

A mild and transition-metal-free method for the α-arylation of aliphatic nitriles with activated heteroaryl halides was developed using NaHMDS or KHMDS as base at ambient temperature. The key to the success of this method is generation of the nitrile anion in the presence of the heteroaryl halide. The method is applicable to both primary and secondary carbonitriles and a wide range of heteroaryl halides. Selective monoarylation was ...