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铜催化的1,5-二取代1,2,3-三唑的脱羧区域选择性合成

Copper-catalyzed decarboxylative regioselective synthesis of 1,5-disubstituted 1,2,3-triazoles.

作者信息

Kumar Navaneet, Ansari Mohd Yeshab, Kant Ruchir, Kumar Atul

机构信息

Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, Sector 10, Jankipuram Extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India.

出版信息

Chem Commun (Camb). 2018 Mar 8;54(21):2627-2630. doi: 10.1039/c7cc09934g.

Abstract

A copper-catalyzed decarboxylative regioselective protocol for the synthesis of 1,5-disubstituted 1,2,3-triazoles through direct annulation of cinnamic acids with aryl azides has been developed. This is the first example of 1,5-disubstituted 1,2,3-triazoles, under aerobic conditions using Cu(ii) as the catalyst, which were generally synthesized using a ruthenium(ii) catalyst. The simplicity and regioselectivity of this methodology, complementing to the classical CuAAC catalyzed the synthesis of 1,4-disubstituted 1,2,3-triazoles.

摘要

已开发出一种铜催化的脱羧区域选择性方法,用于通过肉桂酸与芳基叠氮化物的直接环化反应合成1,5-二取代的1,2,3-三唑。这是在有氧条件下使用Cu(ii)作为催化剂合成1,5-二取代的1,2,3-三唑的首个实例,此类化合物通常使用钌(ii)催化剂合成。该方法的简单性和区域选择性,补充了经典的铜催化的叠氮化物-炔烃环加成反应(CuAAC)催化合成1,4-二取代的1,2,3-三唑的方法。

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