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电化学合成 C-CF 化合物的策略:脱羧三氟甲基化反应。

Electrochemical Synthesis Strategy for C-CF Compounds through Decarboxylative Trifluoromethylation.

机构信息

School of Biotechnology and Health Sciences , Wuyi University , Jiangmen 529020 , China.

出版信息

J Org Chem. 2019 May 3;84(9):5980-5986. doi: 10.1021/acs.joc.9b00766. Epub 2019 Apr 23.

Abstract

An efficient decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids using the Langlois reagent as a trifluoromethyl precursor has been achieved by an electro-oxidative strategy. Under catalyst-free and external oxidant-free electrolysis conditions, a series of C-CF compounds are obtained with a high regioselectivity in good yields. The successful trapping of the CF radical by a scavenger has confirmed that radical processes are involved in this system.

摘要

通过电氧化策略,使用 Langlois 试剂作为三氟甲基前体,实现了 α,β-不饱和羧酸的高效脱羧三氟甲基化。在无催化剂和无外部氧化剂的电解条件下,一系列 C-CF 化合物以高区域选择性和良好的收率得到。通过清除剂成功捕获 CF 自由基,证实了该体系涉及自由基过程。

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