Tetrahedron letters2022,Vol.925.DOI:10.1016/j.tetlet.2021.153293

Copper-catalyzed radical trifluoroethylthiolation of arylboronic acids with PhSO2SCH2CF3

Dong, Lefeng Liang, Junqing Chen, Ruijia Xu, Xiaoyong Shao, Xusheng Li, Zhong
Tetrahedron letters2022,Vol.925.DOI:10.1016/j.tetlet.2021.153293

Copper-catalyzed radical trifluoroethylthiolation of arylboronic acids with PhSO2SCH2CF3

Dong, Lefeng 1Liang, Junqing 1Chen, Ruijia 1Xu, Xiaoyong 1Shao, Xusheng 1Li, Zhong1
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作者信息

  • 1. East China Univ Sci & Technol
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Abstract

Trifluoroethylthio group (SCH2CF3) is a key functionality in several pharmaceutical and agrochemical compounds, the methods for the installation of the 2,2,2-trifluoroethylthio group are sought after. Herein, we report a copper-catalyzed trifluoroethylthiolation reaction of S-(2,2,2-trifluoroethyl) benzene-sulfonothioates and phenylboronic acids at room temperature. The reaction achieved the insertion of trifluoroethylthio moiety to efficiently obtain various substituted aryl 2,2,2-trifluoroethyl thioethers in good yields. Mechanistic investigation indicates the trifluoroethylthiolation radical is involved in the catalytic circle. Moreover, trifluoroethylthiolated clofibrate was synthesized in a particular fashion. (C) 2021 Published by Elsevier Ltd.

Key words

Cu-catalyst/Radical reaction/Trifluoroethylthiolation/Fluorine/FLUORINE/REACTIVITY/ARYL

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
被引量3
参考文献量33
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