Get 20M+ Full-Text Papers For Less Than $1.50/day. Start a 14-Day Trial for You or Your Team.

Learn More →

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride Hydrofluoride is an industry‐preferred fluoride source, and finds extensively application to manufacture diverse fluoro chemicals. The Et3N‐3HF complex is a liquid HF with improve safety. In this work, we report electrochemical synthesis of a series of sulfonyl fluoride with Et3N‐3HF as fluoride source. The sulfinic salt is a smell‐less, non‐volatile, and air‐stable sulfur source in this reaction. With the combination of Et3N‐3HF and aryl/alkyl sulfinic salt, the sulfonyl fluorides are achieved without the use of external oxidant. In addition, we demonstrate further advantage in a tandem reaction involving Pd‐catalyzed C—S cross‐coupling and formation of S—F bond. A variety of functional groups including amino acids, heterocycles, halides are well tolerated. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chinese Journal of Chemistry Wiley

Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride

Chinese Journal of Chemistry , Volume 40 (14) – Jul 15, 2022

Loading next page...
 
/lp/wiley/electrochemical-synthesis-of-sulfonyl-fluorides-with-triethylamine-V80wPPg8Sx
Publisher
Wiley
Copyright
© 2022 SIOC, CAS, Shanghai, & WILEY‐VCH GmbH
eISSN
1614-7065
DOI
10.1002/cjoc.202200112
Publisher site
See Article on Publisher Site

Abstract

Hydrofluoride is an industry‐preferred fluoride source, and finds extensively application to manufacture diverse fluoro chemicals. The Et3N‐3HF complex is a liquid HF with improve safety. In this work, we report electrochemical synthesis of a series of sulfonyl fluoride with Et3N‐3HF as fluoride source. The sulfinic salt is a smell‐less, non‐volatile, and air‐stable sulfur source in this reaction. With the combination of Et3N‐3HF and aryl/alkyl sulfinic salt, the sulfonyl fluorides are achieved without the use of external oxidant. In addition, we demonstrate further advantage in a tandem reaction involving Pd‐catalyzed C—S cross‐coupling and formation of S—F bond. A variety of functional groups including amino acids, heterocycles, halides are well tolerated.

Journal

Chinese Journal of ChemistryWiley

Published: Jul 15, 2022

Keywords: Electrochemicstry; Fluorides; Click chemistry; Sulfinic salt; Dehydrogenation

References