通过镍（II）催化环丙烷的亲核胺开环环化反应制备功能化的4-羧基和4-酮基-2,3-二氢吡咯。
Functionalized 4-carboxy- and 4-keto-2,3-dihydropyrroles via Ni(II)-catalyzed nucleophilic amine ring-opening cyclizations of cyclopropanes.
作者信息
Martin M Cynthia, Patil Dadasaheb V, France Stefan
机构信息
School of Chemistry and Biochemistry, Georgia Institute of Technology , Atlanta, Georgia 30332, United States.
出版信息
J Org Chem. 2014 Apr 4;79(7):3030-9. doi: 10.1021/jo5001059. Epub 2014 Mar 21.
A general synthetic approach to vinylogous 4-carboxy- and 4-keto-2,3-dihydropyrroles is reported using Ni(ClO4)2·6H2O as a Lewis acid catalyst for nucleophilic amine ring-opening cyclizations of donor-acceptor (D-A) cyclopropanes. This methodology provided good to excellent yields of functionalized 2,3-dihydropyrroles under milder reaction conditions than previously reported and is amenable to a variety of D-A cyclopropanes and primary amines.
报道了一种通用的合成方法，用于制备乙烯基类似物4-羧基-和4-酮基-2,3-二氢吡咯，该方法使用Ni(ClO4)2·6H2O作为路易斯酸催化剂，用于供体-受体（D-A）环丙烷的亲核胺开环环化反应。与先前报道的方法相比，该方法在更温和的反应条件下提供了良好至优异产率的官能化2,3-二氢吡咯，并且适用于多种D-A环丙烷和伯胺。
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