Direct synthesis of pyrroles from imines, alkynes, and acid chlorides: An isocyanide-mediated reaction

被引：94
|
作者：
St. Cyr, Daniel J. [1 ]
Martin, Nicolas [1 ]
Arndtsen, Bruce A. [1 ]
机构：
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 03期
关键词：
D O I：
10.1021/ol062773j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct synthesis of pyrroles from imines, acid chlorides, and alkynes mediated by isocyanides is reported. This reaction proceeds with a range of each of these three substrates, providing a method to generate families of pyrroles in high yield. Mechanistic studies suggest this process proceeds via the generation of imino analogues of munchnones, which can undergo in situ coupling with alkynes to liberate isocyanate and form the pyrrole product.
引用
收藏
页码：449 / 452
页数：4
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