[GRAPHICS]An environmentally benign and highly efficient procedure for the nucleophilic addition of trimethylsilyl cyanide to imines (Strecker reaction) has been developed under biomimetic conditions in water in the presence of beta-cyclodextrin to afford alpha-aminonitriles in quantitative yields. The use of cyclodextrin precludes the use of either acid or base, and the catalyst can be recycled a number of times without loss in activity.
Microwave-assisted oxidative coupling of amines to imines on solid acid catalysts
作者:Shainaz M. Landge、Valentina Atanassova、Muralidhara Thimmaiah、Béla Török
DOI:10.1016/j.tetlet.2007.05.051
日期:2007.7
A K-10 montmorillonite catalyzed microwave-assisted oxidative coupling of amines is described. Substituted benzylamines readily undergo self-coupling reactions to produce benzylidene-benzylamines, while aliphatic amines and anilines cannot form self-coupled products. A mixture of a benzylamine and an aniline or aliphatic amine, respectively, effectively, and selectively produces mixed imines, such as benzylidene-anilines and benzylidene-alkylamines. (C) 2007 Elsevier Ltd. All rights reserved.