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

Author:

Qin Hua-Li1,Tao Guang1,Fayad Eman2,Abu Ali Ola A.3,Oyom Bright1

Affiliation:

1. School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology

2. Department of Biotechnology, College of Sciences, Taif University

3. Department of Chemistry, College of Science, Taif University

Abstract

AbstractA 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.

Funder

National Natural Science Foundation of China

Wuhan University of Technology

Taif University

Publisher

Georg Thieme Verlag KG

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