Copper-mediated direct sulfonylation of C(sp2)–H bonds employing TosMIC as a sulfonyl source

Cai-Ling Fan; Lin-Bao Zhang; Jia Liu; Xin-Qi Hao; Jun-Long Niu; Mao-Ping Song

doi:10.1039/C9QO00391F

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Copper-mediated direct sulfonylation of C(sp²)–H bonds employing TosMIC as a sulfonyl source†

Cai-Ling Fan,

^ac Lin-Bao Zhang,^b Jia Liu,^c Xin-Qi Hao,

^a Jun-Long Niu*^a and Mao-Ping Song

*^a

Author affiliations

* Corresponding authors

^a The College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. China
E-mail: niujunlong@zzu.edu.cn, mpsong@zzu.edu.cn

^b State Key Laboratory Base of Eco-Chemical Engineering, College of Chemistry and Molecular Engineering, Qingdao University of Science & Technology, Qingdao 266042, P. R. China

^c College of Sciences, Henan Agricultural University, Zhengzhou 450002, P. R. China

Abstract

A method for Cu-mediated direct ortho-C–H sulfonylation of benzoic acid derivatives was developed by employing a PyO-directing group. For the first time, TosMIC could act as a sulfonyl source instead of sulfonyl chlorides or sulfinate salts. This protocol featured cheap metal catalysis, broad functional group compatibility and easy handling nature. Moreover, the PyO-directing group could be efficiently removed in one step.

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Article information

DOI: https://doi.org/10.1039/C9QO00391F
Article type: Research Article
Submitted: 18 Mar 2019
Accepted: 26 Apr 2019
First published: 30 Apr 2019

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Org. Chem. Front., 2019,6, 2215-2219

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Copper-mediated direct sulfonylation of C(sp²)–H bonds employing TosMIC as a sulfonyl source

C. Fan, L. Zhang, J. Liu, X. Hao, J. Niu and M. Song, Org. Chem. Front., 2019, 6, 2215 DOI: 10.1039/C9QO00391F

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