A Convenient One-Pot Process for Converting Thiols into Sulfonyl Fluorides Using H2O2 as an Oxidant

Guang Tao; Eman Fayad; Ola A. Abu Ali; Bright Oyom; Hua-Li Qin

doi:10.1055/s-0043-1775384

Synthesis, Table of Contents

Synthesis 2025; 57(05): 991-998
DOI: 10.1055/s-0043-1775384

paper

SuFEx Chemistry

A Convenient One-Pot Process for Converting Thiols into Sulfonyl Fluorides Using H₂O₂ as an Oxidant

Authors

Guang Tao

^aSchool of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, Wuhan 430070, P. R. of China
Eman Fayad

^bDepartment of Biotechnology, College of Sciences, Taif University, P.O. Box 11099, Taif 21944, Saudi Arabia
Ola A. Abu Ali

^cDepartment of Chemistry, College of Science, Taif University, Taif 21944, Saudi Arabia
Bright Oyom

^aSchool of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, Wuhan 430070, P. R. of China
Hua-Li Qin∗

^aSchool of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, Wuhan 430070, P. R. of China

Abstract

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Abstract

A novel protocol for synthesizing sulfonyl fluorides from thiols in one pot is reported. Utilizing SOCl₂ and H₂O₂ as low-cost and convenient reagents allows the direct oxidative chlorination of readily available thiol derivatives to give the corresponding sulfonyl chlorides, with subsequent fluoride–chloride exchange mediated by KHF₂ giving access to the desired sulfonyl fluorides. This transformation features mild conditions, operational simplicity and high efficiency, and utilizes a broad substrate scope, including a variety of aryl, alkyl, benzyl and heteroaryl thiols.

Key words

thiols - sulfonyl fluorides - hydrogen peroxide - one-pot process - oxidative chlorination

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References

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