Radical 1,3-Hydrosulfonylationof Vinyldiazo Compoundswith 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.

Publication Details

Journal
Figshare
Published
2025-02-04
DOI
https://doi.org/10.1021/acs.orglett.4c04652.s001
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
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article

Radical 1,3-Hydrosulfonylationof Vinyldiazo Compoundswith Sulfinyl Sulfones

Figshare
Sulfur-Based Synthesis Techniques
article

Radical 1,3-Hydrosulfonylationof Vinyldiazo Compoundswith Sulfinyl Sulfones

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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.

Figshare
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Sulfur-Based Synthesis Techniques
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Radical 1,3-Hydrosulfonylationof Vinyldiazo Compoundswith Sulfinyl Sulfones · Figshare (2025) | TGRS Research Map | TGRS