Cyanodifluorosulfonium ion: an efficient reagent for the deoxyfluorination of cinnamic acids into vinyl acyl fluorides intermediate

Abstract

The combination of Selectfluor and KSCN evidently generates a cyanodifluorosulfonium salt, act as an efficient deoxyfluorinating reagent for cinnamic acids. The reaction proceeds via in situ generation of vinyl acyl fluoride intermediates, which undergo nucleophilic acyl substitution to access α,β-unsaturated esters and amides.