Abstract

A simple and efficient method has been developed for the synthesis of benzimidazo[2,1-a]iso­quinolin-6(5H)-ones via copper-catalyzed reaction of N-methacryloyl-2-arylbenzimidazoles with azobis­(isobutyronitrile) or 1,1′-azobis(cyclohexanecarbonitrile). The proposed protocol tolerates a variety of functional groups, and the corresponding benzimidazo[2,1-a]isoquinolin-6(5H)-ones bearing a cyano group were obtained in 41–83% yields. A tandem radical addition/cyclization pathway is proposed for this transformation.

中文翻译：

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铜催化活性烯烃与偶氮二元化合物的氧化级联环化：获得氰基取代的苯并咪唑并[2,1-a]isoquinolin-6(5H)-ones

摘要

建立了一种简单有效的方法，用于通过铜催化N-甲基丙烯酰基-2-芳基苯并咪唑与偶氮二（异丁腈）或 1 的反应合成苯并咪唑[2,1- a ]异喹啉-6（5 H ）-酮， 1'-偶氮二（环己烷甲腈）。所提出的协议可以容忍多种官能团，并且相应的苯并咪唑[2,1 - a ]isoquinolin-6(5 H )-带有氰基的化合物以 41-83% 的产率获得。提出了用于这种转化的串联自由基加成/环化途径。