一个碱基促进了 N-丙炔基氨基吡啶的环化反应。咪唑并[1,2-a]吡啶衍生物的合成。

A base promoted cyclization of N-propargylaminopyridines. Synthesis of imidazo[1,2-a]pyridine derivatives.

机构信息

Institute of Chemistry, Technology and Metallurgy, Centre for Chemistry, P.O. Box 815, Njegoseva 12, 11000 Belgrade, Serbia.

出版信息

Org Lett. 2011 May 6;13(9):2286-9. doi: 10.1021/ol200508x. Epub 2011 Mar 29.

DOI:10.1021/ol200508x

PMID:21446664

Abstract

A base promoted cyclization of the protected N-propargylaminopyridines was shown to be an efficient method for the preparation of imidazo[1,2-a]pyridine derivatives. The reactions were carried out with a small excess of base, at room temperature or slightly above producing the heterocyclic products in moderate to good yields. The stereoelectronic properties of substituents on the pyridine ring were shown to influence the cyclization process.

摘要

保护的 N-炔丙基氨基吡啶的基底促进环化反应被证明是制备咪唑并[1,2-a]吡啶衍生物的有效方法。反应在少量碱的存在下，在室温或略高于室温下进行，中等至良好的产率得到杂环产物。吡啶环上取代基的立体电子性质被证明会影响环化过程。