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银促进的氧化苄基C-H三氟甲氧基化反应。

Silver-Promoted Oxidative Benzylic C-H Trifluoromethoxylation.

作者信息

Yang Haodong, Wang Feng, Jiang Xiaohuan, Zhou Yu, Xu Xiufang, Tang Pingping

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin, 300071, China.

Department of Chemistry, Key Laboratory of Advanced Energy Materials Chemistry (Ministry of Education), College of Chemistry, Nankai University, Tianjin, 300071, China.

出版信息

Angew Chem Int Ed Engl. 2018 Oct 1;57(40):13266-13270. doi: 10.1002/anie.201807144. Epub 2018 Sep 4.

Abstract

A silver-promoted oxidative benzylic C-H trifluoromethoxylation has been reported for the first time. With trifluoromethyl arylsulfonate as the trifluoromethoxylation reagent, various arenes, having diverse functional groups, undergo trifluoromethoxylation of their benzylic C-H bonds to form trifluoromethyl ethers under mild reaction conditions. In addition, the trifluoromethoxylation and the fluorination of methyl groups of electron-rich arenes have been achieved to prepare α-fluorobenzyl trifluoromethyl ethers in one step.

摘要

首次报道了银促进的氧化苄基C-H三氟甲氧基化反应。以三氟甲基芳基磺酸酯作为三氟甲氧基化试剂,各种具有不同官能团的芳烃在温和的反应条件下,其苄基C-H键发生三氟甲氧基化反应,生成三氟甲基醚。此外,还实现了富电子芳烃甲基的三氟甲氧基化和氟化反应,一步制备α-氟苄基三氟甲基醚。

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