Abstract
Acyl fluorides are valuable intermediates due to their stability and unique reactivity with amines, enabling selective acyl substitution. We report a mild one-pot method to access amides, esters, and thioesters from alkenyl fluorides. Visible-light photoexcitation of 4-nitrophthalonitrile promotes cleavage of the alkenyl fluoride, forming acyl fluorides in situ for nucleophilic acyl substitution. This protocol offers broad utility as demonstrated in the synthesis of linear peptide fragments.