Organic letters

2-aryl-N-tosylazetidines as formal 1, 4-dipoles for [4+ 2] cycloaddition reactions with nitriles: an easy access to the tetrahydropyrimidine derivatives

BA Bhanu Prasad, A Bisai, VK Singh

文献索引：Prasad, B. A. Bhanu; Bisai, Alakesh; Singh, Vinod K. Organic Letters, 2004 , vol. 6, # 26 p. 4829 - 4831

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被引用次数: 52

摘要

A new synthetic route to 2-aryl-N-tosyl azetidines has been developed starting from N- tosylarylaldimines in two steps in an overall yield of 63-70%. A formal [4+ 2] cycloaddition of these 2-aryl-N-tosylazetidines with nitriles in the presence of BF3⊙ OEt2 has been described for the synthesis of substituted tetrahydropyrimidines. It is proposed that the reaction proceeds in Ritter fashion.