A General Electrochemical Synthesis of Sulfonimidoyl Fluorides, Azides, and Acetates

Sulfonimidoyl fluorides, the aza-bioisostere of sulfonyl fluorides, are emerging as a promising link -age agent in the sulfur(VI) fluoride exchange reaction (SuFEx). However, conventional synthetic approaches typically require the use of either unstable sulfonimidoyl chlorides, toxic and corrosive sulfur fluorides, or expensive electrophilic fluorinating agents. Herein, we report an electrochemistry-en-abled oxidative nucleophilic fluorination of readily available and bench-stable sulfinamides using a com-mercially available and easy-to-handle triethylamine trihydrofluoride. With other nucleophilic agents, this electrochemical approach also serves as a general approach to diverse sulfonimidoyl derivatives, including sulfonimidoyl azides and acetates.