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通过铜催化2-硝基苯甲酸的脱羧炔基化反应合成芳基炔烃

Synthesis of Aryl Alkynes via Copper Catalyzed Decarboxylative Alkynylation of 2-Nitrobenzoic Acids.

作者信息

Yu Yongqi, Chen Xiang, Wu Qianlong, Liu Da, Hu Liang, Yu Lin, Tan Ze, Gui Qingwen, Zhu Gangguo

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering , Hunan University , Changsha 410082 , P.R. China.

College of Science , Hunan Agricultural University , Changsha 410128 , P.R. China.

出版信息

J Org Chem. 2018 Aug 3;83(15):8556-8566. doi: 10.1021/acs.joc.8b01047. Epub 2018 Jul 3.

Abstract

An efficient protocol for the synthesis of internal aryl alkynes was achieved via Cu-catalyzed decarboxylative cross-coupling reactions, and to the best of our knowledge, this is the first example of a Cu-catalyzed decarboxylative alkynylation of benzoic acids with terminal alkynes. This approach utilizes simple Cu salt as catalyst and O, an abundant, clean, and green material, as the oxidant. The reaction tolerates various functional groups, and a variety of internal aryl alkynes were synthesized in 46-83% yields.

摘要

通过铜催化的脱羧交叉偶联反应实现了一种高效合成内芳基炔烃的方法,据我们所知,这是苯甲酸与末端炔烃进行铜催化脱羧炔基化反应的首个实例。该方法使用简单的铜盐作为催化剂,以氧气这种丰富、清洁且绿色的物质作为氧化剂。该反应能耐受各种官能团,以46% - 83%的产率合成了多种内芳基炔烃。

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