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.

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