Electrochemical Synthesis of β-Keto Sulfonyl Fluorides via Radical Fluorosulfonylation of Vinyl Triflates

Abstract

Electrochemical synthesis of versatile β-keto sulfonyl fluorides is accomplished by radical fluorosulfonylation of vinyl triflates with FSO₂Cl as the fluorosulfonyl radical source. This electroreductive protocol uses inexpensive graphite felt as electrodes, thus avoiding the use of a sacrificial anode. Moreover, this protocol, featuring metal-free, mild conditions and easy scalability, allows expedient access to valuable β-keto sulfonyl fluorides from readily available precursors, as well as the cyclic ones that are otherwise inaccessible using prior methods.