Copper-catalyzed sulfonylation of alkenes with CH3SSO3Na

A successful methodology for the copper-catalyzed dehydrogenated methylsulfonylation of alkenes utilizing CH<sub>3</sub>SSO<sub>3</sub>Na in conjunction with hypervalent iodine reagents was successfully established. This method offers a practical avenue to obtain allyl methyl sulfones and alkenyl methyl sulfones by forming C-S bonds. Using the C-H bond oxidation sulfonylation strategy with alkenes and Bunte salts, we successfully synthesized a total of twenty two compounds, including four examples of deuterium-substituted molecules, and demonstrated one example of a scale-up reaction.

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Journal
BMC Chemistry
Published
2025-02-22
DOI
https://doi.org/10.1186/s13065-025-01426-0
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Copper-catalyzed sulfonylation of alkenes with CH3SSO3Na

Ge Wu, Xiaoli Chen
BMC Chemistry
Sulfur-Based Synthesis Techniques
article

Copper-catalyzed sulfonylation of alkenes with CH3SSO3Na

Ge Wu, Xiaoli Chen
article en

Abstract

A successful methodology for the copper-catalyzed dehydrogenated methylsulfonylation of alkenes utilizing CH<sub>3</sub>SSO<sub>3</sub>Na in conjunction with hypervalent iodine reagents was successfully established. This method offers a practical avenue to obtain allyl methyl sulfones and alkenyl methyl sulfones by forming C-S bonds. Using the C-H bond oxidation sulfonylation strategy with alkenes and Bunte salts, we successfully synthesized a total of twenty two compounds, including four examples of deuterium-substituted molecules, and demonstrated one example of a scale-up reaction.

BMC ChemistryVol. 19(1)
Wenzhou Medical University (CN), First Affiliated Hospital of Wenzhou Medical University (CN)
State Key Laboratory of Structural Chemistry
Clean water and sanitation
Openalex Percentile: Top 97%
Sulfur-Based Synthesis Techniques
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