Issue 19, 2023
From the journal:

Organic Chemistry Frontiers

A copper-catalyzed direct C(sp2)–H alkylsulfonylation of alkenes using alkylsilyl peroxides and DABCO·(SO2)2†‡

Xueni Tian,a   Lingling Chen,a   Tonghao Zhu*a  and  Jie Wu ORCID logo *abc  

* Corresponding authors

a School of Pharmaceutical and Chemical Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, China
E-mail: zhuth@tzc.edu.cn, jie_wu@fudan.edu.cn

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China

c School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, China

Abstract

A copper-catalyzed direct C(sp2)–H alkylsulfonylation of alkenes using alkylsilyl peroxides and DABCO·(SO2)2 was developed, and shown to provide a convenient route to diverse (E)-alkylsulfonyl alkenes. During this transformation, alkylsilyl peroxides were used as the alkyl radical precursors with the insertion of sulfur dioxide. This methodology showed good reaction efficiency, excellent functional group tolerance and stereoselectivity.

Graphical abstract: A copper-catalyzed direct C(sp2)–H alkylsulfonylation of alkenes using alkylsilyl peroxides and DABCO·(SO2)2

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Article information

DOI
https://doi.org/10.1039/D3QO01119D
Article type
Research Article
Submitted
19 Jul 2023
Accepted
11 Aug 2023
First published
11 Aug 2023

Org. Chem. Front., 2023,10, 4821-4826

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A copper-catalyzed direct C(sp2)–H alkylsulfonylation of alkenes using alkylsilyl peroxides and DABCO·(SO2)2

X. Tian, L. Chen, T. Zhu and J. Wu, Org. Chem. Front., 2023, 10, 4821 DOI: 10.1039/D3QO01119D

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