Manganese(III)-mediated direct Csp2–H radical trifluoromethylation of coumarins with sodium trifluoromethanesulfinate

Xiao-Hui Cao; Xiangqiang Pan; Peng-Jun Zhou; Jian-Ping Zou; Olayinka Taiwo Asekun

doi:10.1039/C3CC49689A

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Manganese(iii)-mediated direct C_sp2–H radical trifluoromethylation of coumarins with sodium trifluoromethanesulfinate†

Xiao-Hui Cao,^a Xiangqiang Pan,^a Peng-Jun Zhou,^a Jian-Ping Zou*^ab and Olayinka Taiwo Asekun^c

Author affiliations

* Corresponding authors

^a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Soochow University, 199 Renai Street, Suzhou, Jiangsu 215123, China
E-mail: jpzou@suda.edu.cn

^b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, China

^c Department of Chemistry, University of Lagos, Akoka, Yaba, Nigeria

Abstract

Mn(OAc)₃-mediated direct C_sp2–H radical trifluoromethylation of coumarins with CF₃SO₂Na (Langlois reagent) to afford selective 3-trifluoromethyl coumarins in moderate to good yields is described. This methodology can also be applied to the trifluoromethylation of quinolinones and pyrimidinones.

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Article information

DOI: https://doi.org/10.1039/C3CC49689A
Article type: Communication
Submitted: 21 Dec 2013
Accepted: 03 Feb 2014
First published: 18 Feb 2014

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Chem. Commun., 2014,50, 3359-3362

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Manganese(III)-mediated direct C_sp2–H radical trifluoromethylation of coumarins with sodium trifluoromethanesulfinate

X. Cao, X. Pan, P. Zhou, J. Zou and O. T. Asekun, Chem. Commun., 2014, 50, 3359 DOI: 10.1039/C3CC49689A

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