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可见光诱导炔烃的高区域选择性和立体选择性氧磺酰化反应合成()-β-苯氧基乙烯基砜

Visible Light-Induced Highly Regioselective and Stereoselective Oxysulfonylation of Alkynes for the Synthesis of ()-β-Phenoxy Vinylsulfones.

作者信息

Xie Wenjiao, Ma Pengju, Zhang Yujun, Xi Longyi, Qiu Shengqi, Huang Xuan, Yang Bo, Gao Yuan, Zhang Junmin

机构信息

International Joint Research Center for Molecular Science, College of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen 518060, China.

Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.

出版信息

Org Lett. 2022 Aug 19;24(32):6099-6104. doi: 10.1021/acs.orglett.2c02512. Epub 2022 Aug 8.

Abstract

A highly efficient visible light-induced regioselective and stereoselective oxysulfonylation of alkynes with arylsulfonate phenol esters has been developed. This photocatalyst- and metal-free method proceeds smoothly under very mild conditions and exhibits a broad substrate scope, providing ()-β-phenoxy vinylsulfones in moderate to excellent yields. Mechanistic studies indicated the involvement of an electron donor-acceptor complex-mediated radical process.

摘要

已开发出一种高效的可见光诱导的炔烃与芳基磺酸苯酚酯的区域选择性和立体选择性氧磺酰化反应。这种无光催化剂和无金属的方法在非常温和的条件下顺利进行,底物范围广泛,能以中等至优异的产率提供()-β-苯氧基乙烯基砜。机理研究表明涉及电子供体-受体复合物介导的自由基过程。

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