Chemoselective Hydro(Chloro)pentafluorosulfanylation of Diazo Compounds with Pentafluorosulfanyl Chloride
Jia‐Yi Shou, Xiu‐Hua Xu, Feng‐Ling Qing
Abstract
Abstract Pentafluorosulfanyl chloride (SF 5 Cl) is the most prevalent reagent for the incorporation of SF 5 group into organic compounds. However, the preparation of SF 5 Cl often relies on hazardous reagents and specialized apparatus. Herein, we described a safe and practical synthesis of a bench‐stable and easy‐to‐handle solution of SF 5 Cl in n ‐hexane under gas‐reagent‐free conditions. The synthetic application of SF 5 Cl was demonstrated through the unprecedented reaction with diazo compounds. The chemoselective hydro‐ and chloropentafluorosulfanylations of α‐diazo carbonyl compounds were developed in the presence of K 3 PO 4 or copper catalyst, respectively. These reactions provide a direct and efficient access to various α‐pentafluorosulfanyl carbonyl compounds of high value for potential applications.