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铑(I)催化的 C═O 键与α-重氮酮的偶联-环化反应。

Rhodium(I)-Catalyzed Coupling-Cyclization of C═O Bonds with α-Diazoketones.

机构信息

Key Laboratory of Functional Molecular Engineering of Guangdong Province, Guangdong Engineering Research Center for Green Fine Chemicals, School of Chemistry and Chemical Engineering , South China University of Technology , Guangzhou 510641 , China.

出版信息

Org Lett. 2018 Jul 6;20(13):3980-3983. doi: 10.1021/acs.orglett.8b01541. Epub 2018 Jun 25.

Abstract

An unprecedented intermolecular nucleophilic attack of C═X bonds (X = O and S) on the rhodium(I)-carbenes has been developed. This transformation allows for the coupling-cyclization of aroylamides with α-diazoketones and provides concise access to 2,4,5-trisubstituted 1,3-oxazoles and 1,3-thiazoles with a broad tolerance of functional groups.

摘要

发展了一种前所未有的 C═X 键(X = O 和 S)与铑(I)-卡宾之间的分子间亲核进攻。这种转化允许芳酰胺与α-重氮酮进行偶联-环化,并且在官能团的广泛容忍度下,以简洁的方式获得 2,4,5-三取代的 1,3-噁唑和 1,3-噻唑。

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