Copper-catalyzed oxidative alkenylation of thioethers via Csp3–H functionalization

Hao Cao; Dong Liu; Chao Liu; Xinquan Hu; Aiwen Lei

doi:10.1039/C4OB02564D

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Copper-catalyzed oxidative alkenylation of thioethers via Csp³–H functionalization†

Hao Cao,‡^ab Dong Liu,‡^b Chao Liu,

^b Xinquan Hu*^a and Aiwen Lei*^bc

Author affiliations

* Corresponding authors

^a College of Chemical Engineering and Materials Science, Zhejiang University of Technology, Hangzhou 310014, China
E-mail: xinquan@zjut.edu.cn

^b College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, P. R. China
E-mail: aiwenlei@whu.edu.cn

^c National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, Jiangxi, P. R. China

Abstract

A novel copper-catalyzed oxidative alkenylation of thioethers via Csp³–H functionalization to construct allylic thioethers is first demonstrated. Different 1,1-disubstituted olefins could cross-couple with thioethers to generate the corresponding alkenylation products in moderate to excellent yields. This reaction is supposed to proceed via a radical process.

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Article information

DOI: https://doi.org/10.1039/C4OB02564D
Article type: Communication
Submitted: 08 Dec 2014
Accepted: 22 Dec 2014
First published: 22 Dec 2014

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Org. Biomol. Chem., 2015,13, 2264-2266

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Copper-catalyzed oxidative alkenylation of thioethers via Csp³–H functionalization

H. Cao, D. Liu, C. Liu, X. Hu and A. Lei, Org. Biomol. Chem., 2015, 13, 2264 DOI: 10.1039/C4OB02564D

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Organic & Biomolecular Chemistry