From the journal:

Chemical Communications

A simple protocol for stereoselective construction of novel β-sulfanyl vinyl sulfonyl fluorides†

Monday Peter Ajisafe,a   Heba H. Mohamedy,a   Eman Fayad,b   Fayez Althobaiti, ORCID logo b   Hanadi A. Katouahc  and  Hua-Li Qin ORCID logo ‡*a  

* Corresponding authors

a School of Materials Science and Engineering, Wuhan University of Technology, Wuhan 430070, China
E-mail: qinhuali@whut.edu.cn

b Department of Biotechnology, College of Sciences, Taif University, P.O. Box 11099, Taif 21944, Saudi Arabia

c Chemistry Department, College of Science, Umm Al-Qura University, Makkah, Saudi Arabia

Abstract

The addition of thiols to 2-bromoprop-2-ene-1-sulfonyl fluoride (BPESF) in the presence of an organic base has been successfully employed for the synthesis of highly functionalized sulfanyl vinyl sulfonyl fluorides. This reaction features a broad substrate scope, mild reaction conditions, high atom economy, good to excellent isolated yields of up to 100%, and remarkable stereoselectivity, making it valuable for applications in chemical biology and medicinal chemistry. Further product diversification resulted in the construction of enaminyl sulfonyl fluorides.

Graphical abstract: A simple protocol for stereoselective construction of novel β-sulfanyl vinyl sulfonyl fluorides

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Article information

DOI
https://doi.org/10.1039/D5CC00029G
Article type
Communication
Submitted
03 Jan 2025
Accepted
18 Mar 2025
First published
24 Mar 2025

Chem. Commun., 2025, Advance Article

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A simple protocol for stereoselective construction of novel β-sulfanyl vinyl sulfonyl fluorides

M. P. Ajisafe, H. H. Mohamedy, E. Fayad, F. Althobaiti, H. A. Katouah and H. Qin, Chem. Commun., 2025, Advance Article , DOI: 10.1039/D5CC00029G

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