Radical 1,3-Hydrosulfonylation of Vinyldiazo Compounds with Sulfinyl Sulfones

Sulfinyl sulfones, as high-valence sulfurization reagents, are widely used to assemble sulfur sources on carbon skeletons, such as one-, two-, and four-carbon synthons, to access organosulfur compounds. However, their reaction with three-carbon synthons has remained a mystery until now. We report here a radical 1,3-hydrosulfonylation of vinyldiazo compounds with sulfinyl sulfones. This reaction not only represents the first example of the reaction of sulfinyl sulfones with three-carbon synthons but also opens up the application of vinyldiazo compounds in radical monofunctionalization.

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Publication Details

Journal
Organic Letters
Published
2025-02-04
DOI
https://doi.org/10.1021/acs.orglett.4c04652
Citations
6
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
5.62

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article

Radical 1,3-Hydrosulfonylation of Vinyldiazo Compounds with Sulfinyl Sulfones

Zikun Wang, Yuan‐Li Ding, Tian Jing, Zixu Zhang et al.
6 citations
Organic Letters
Sulfur-Based Synthesis Techniques
5.62
article

Radical 1,3-Hydrosulfonylation of Vinyldiazo Compounds with Sulfinyl Sulfones

Zikun Wang, Yuan‐Li Ding, Tian Jing, Zixu Zhang, Wanting Fu
article en
6 citations

Abstract

Sulfinyl sulfones, as high-valence sulfurization reagents, are widely used to assemble sulfur sources on carbon skeletons, such as one-, two-, and four-carbon synthons, to access organosulfur compounds. However, their reaction with three-carbon synthons has remained a mystery until now. We report here a radical 1,3-hydrosulfonylation of vinyldiazo compounds with sulfinyl sulfones. This reaction not only represents the first example of the reaction of sulfinyl sulfones with three-carbon synthons but also opens up the application of vinyldiazo compounds in radical monofunctionalization.

Organic LettersVol. 27(6)
Ministry of Education of the People's Republic of China (CN), Yanbian University (CN), Hebei University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Hebei Province, Hebei University, Hebei Provincial Department of Bureau of Science and Technology, Jilin Scientific and Technological Development Program
Clean water and sanitation
Openalex Percentile: Top 5%
Sulfur-Based Synthesis Techniques
5.62
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