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Updated: Jan 14, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Iron-Catalyzed Selective Sulfonylation of Alkenes by Sulfonyl Chlorides
Tong-Tong Zhao1,2, Zi-Yu Liu1, Si-Han Zheng1,3
1National Engineering Research Center of Pesticide, College of Chemistry, Nankai University, Tianjin 300071, China.
Abstract:
Herein, we report an iron-catalyzed approach for the generation of sulfonyl radicals from readily available bulk raw material sulfonyl chlorides and selective sulfonylation of alkenes for the synthesis of β-keto sulfones and vinyl sulfones depending on the reaction conditions. Under mild aerobic oxidation conditions in ethanol, β-keto sulfones were obtained via C(sp2)-C bond cleavage, while under argon protection in hexafluoroisopropanol, vinyl sulfones were formed. Mechanism studies reveal that iron salts play the role of hitting two birds with one stone, involving hydrogen atom transfer (HAT) and single-electron transfer (SET) processes.
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