通过α-亚氨基腈与异腈的连续多组分反应/[4 + 1]环加成反应合成吡咯。
Synthesis of pyrroles by consecutive multicomponent reaction/[4 + 1] cycloaddition of alpha-iminonitriles with isocyanides.
作者信息
Fontaine Patrice, Masson Géraldine, Zhu Jieping
机构信息
Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex, France.
出版信息
Org Lett. 2009 Apr 2;11(7):1555-8. doi: 10.1021/ol9001619.
PMID:19320503
Abstract
[4 + 1] Cycloaddition of alpha,beta-unsaturated imidoyl cyanide (2-cyano-1-azadienes) with isocyanides in the presence of a catalytic amount of AlCl(3) afforded polysubstituted 2-amino-5-cyanopyrroles in good to excellent yields. In combination with the IBX/TBAB-mediated oxidative Strecker reaction, this important heterocycle is readily synthesized in two steps from simple starting materials.
摘要
在催化量的AlCl₃存在下，α,β-不饱和亚胺基氰（2-氰基-1-氮杂二烯）与异腈进行[4 + 1]环加成反应，以良好至优异的产率得到多取代的2-氨基-5-氰基吡咯。结合IBX/TBAB介导的氧化斯特雷克反应，这种重要的杂环化合物可由简单的起始原料通过两步轻松合成。
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