Tetrahedron Letters

Chemoselective methylation of amides and heterocycles using chloromethyldimethylsilyl chloride

AR Bassindale, DJ Parker, P Patel, PG Taylor

文献索引：Bassindale, Alan R.; Parker, David J.; Patel, Pravin; Taylor, Peter G. Tetrahedron Letters, 2000 , vol. 41, # 25 p. 4933 - 4936

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被引用次数: 12

摘要

The reaction of chloromethyldimethylsilyl chloride with an amide generates a pentacoordinate N-(amidomethyl)-halosilane that can be desilylated with cesium fluoride to give the N-methyl amide. This provides a selective method for the monoalkylation of amides in the presence of other, more nucleophilic groups.