Electrochemical Synthesis of Sulfonyl Fluorides with Triethylamine Hydrofluoride
Lei Zhang, Xu Cheng, Qi‐Lin Zhou
Abstract
Comprehensive Summary Hydrofluoride is an industry‐preferred fluoride source, and finds extensively application to manufacture diverse fluoro chemicals. The Et 3 N‐3HF complex is a liquid HF with improve safety. In this work, we report electrochemical synthesis of a series of sulfonyl fluoride with Et 3 N‐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 Et 3 N‐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.