Formal Regioselective C–H Sulfinylation of Alkenes with Sulfinyl Sulfones

Sulfinyl sulfones represent a versatile class of sulfur-transfer reagents. In this work, we developed a novel application for these reagents through the direct incorporation of sulfinyl moieties into alkenes, providing an efficient and facile protocol for the synthesis of alkenyl sulfoxides. This methodology is distinguished by its mild reaction conditions, operational simplicity, and excellent regioselectivity. Mechanistic investigations through control experiments reveal that the reaction proceeds via a radical addition-coupling followed by an E2 elimination sequence.

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Journal
Organic Letters
Published
2026-04-13
DOI
https://doi.org/10.1021/acs.orglett.6c01034
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Formal Regioselective C–H Sulfinylation of Alkenes with Sulfinyl Sulfones

Zikun Wang, Yong Li, Xinwei Li, Ruikang Gao et al.
Organic Letters
Sulfur-Based Synthesis Techniques
article

Formal Regioselective C–H Sulfinylation of Alkenes with Sulfinyl Sulfones

Zikun Wang, Yong Li, Xinwei Li, Ruikang Gao, Wanting Fu, Yilin Xing, Xinyu Song, Hualong Chen
article en

Abstract

Sulfinyl sulfones represent a versatile class of sulfur-transfer reagents. In this work, we developed a novel application for these reagents through the direct incorporation of sulfinyl moieties into alkenes, providing an efficient and facile protocol for the synthesis of alkenyl sulfoxides. This methodology is distinguished by its mild reaction conditions, operational simplicity, and excellent regioselectivity. Mechanistic investigations through control experiments reveal that the reaction proceeds via a radical addition-coupling followed by an E2 elimination sequence.

Organic LettersVol. 28(16)
Ministry of Education of the People's Republic of China (CN), Capital University (US), Capital Medical University (CN), Ministry of Science and Technology (VN), Hebei University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hebei Province
Clean water and sanitation
Openalex Percentile: Top 19%
Sulfur-Based Synthesis Techniques
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