Catalyst-Controlled Direct Oxysulfonylation of Alkenes by Using Sulfonylazides as the Sulfonyl Radical

Rongxiang Chen, Yaoxue Tang, Xiaohui He, Kai-Kai Wang*, Lina Ding* and Lantao Liu*

*Xinxiang University, Xinxiang; Zhengzhou University, Zhengzhou, Henan; Shangqiu Normal University, Shangqiu, Henan, China, Email: wangkaikaii163.com, dinglina123126.com, liult05iccas.ac.cn

R. Chen, Y. Tang, X. He, K.-K. Wang, L. Ding, L. Liu, Org. Lett., 2023, 25, 5454-5458.

DOI: 10.1021/acs.orglett.3c01777

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Abstract

A copper/cobalt-catalyzed oxysulfonylation of alkenes with sulfonylazides and tert-butyl hydroperoxide provides β-ketosulfones and β-sulfonyl peroxides good yields under mild conditions. This methodology applies sulfonylazides as a new sulfonyl radical source and features a wide substrate scope and good functional group tolerance.

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proposed mechanism

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Key Words

sulfones, ketones, TBHP

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ID: J54-Y2023