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通过与炔醇醚和磺酰基叠氮化物的三组分反应,实现吲哚和吡咯的温和氨酰化。

Mild aminoacylation of indoles and pyrroles through a three-component reaction with ynol ethers and sulfonyl azides.

机构信息

Department of Chemistry, Emory University , 1515 Dickey Drive, Atlanta, Georgia 30322, United States.

出版信息

J Am Chem Soc. 2014 Jul 23;136(29):10266-9. doi: 10.1021/ja5058967. Epub 2014 Jul 15.

Abstract

An effective method for aminoacylation of indoles and pyrroles has been achieved. The transformation involves a multicomponent one-pot cascade reaction between indoles or pyrroles, ynol ethers, and sulfonyl azides, creating four different bonds regioselectively through N-sulfonyltriazole intermediates. The oxo-tryptamines and oxo-pyrroloethanamines are generated in moderate to high yields under mild reaction conditions.

摘要

已经实现了吲哚和吡咯的有效氨酰化方法。该转化涉及吲哚或吡咯、ynol 醚和磺酰基叠氮化物之间的多组分一锅式级联反应,通过 N-磺酰基三唑中间体有选择性地形成四个不同的键。在温和的反应条件下,中等至高产率地生成了氧色胺和氧吡咯乙胺。

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