E-Selective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes

Qingwen Gui; Kang Han; Zhuoliang Liu; Zhaohong Su; Xiaoli He; Hongmei Jiang; Bufan Tian; Yangyan Li

doi:10.1039/C8OB01502C

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E-Selective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes†

Qingwen Gui,^a Kang Han,^a Zhuoliang Liu,^b Zhaohong Su,^a Xiaoli He,^a Hongmei Jiang,

*^a Bufan Tian^a and Yangyan Li*^c

Author affiliations

* Corresponding authors

^a College of Science, Hunan Agricultural University, Changsha 410128, People's Republic of China
E-mail: jhmndcn@hunau.edu.cn

^b College of Liberal Arts and Science, National University of Defense Technology, Changsha 410073, People's Republic of China

^c College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 425199, People's Republic of China
E-mail: liyangyan2@163.com

Abstract

An efficient and highly E-selective protocol for the synthesis of vinyl sulfones is described. This simple protocol demonstrates the first synthesis of vinyl sulfones via a silver-catalyzed C–S bond coupling reaction. In addition, the success of the reaction was found to be critically dependent on the use of TEMPO as the additive.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB01502C
Article type: Communication
Submitted: 26 Jun 2018
Accepted: 18 Jul 2018
First published: 19 Jul 2018

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Org. Biomol. Chem., 2018,16, 5748-5751

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E-Selective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes

Q. Gui, K. Han, Z. Liu, Z. Su, X. He, H. Jiang, B. Tian and Y. Li, Org. Biomol. Chem., 2018, 16, 5748 DOI: 10.1039/C8OB01502C

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Organic & Biomolecular Chemistry

E-Selective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes†

Abstract

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E-Selective synthesis of vinyl sulfones via silver-catalyzed sulfonylation of styrenes

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