Visible-Light-Induced, Catalyst-Free Monofluoromethyl Sulfonylation of Alkenes with Iodine(III) Reagent and DABSO

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A visible-light-induced radical relay strategy to access heterocycles bearing a monofluoromethylsufonyl moiety is reported, with PhI(OCOCH 2 F) 2 as the CH 2 F radical precursor and DABSO as the SO 2 source. A range of oxindoles, containing a CH 2 FSO 2 CH 2 – group at the C3 position, were synthesized from N -arylacrylamides in up to 97% yields. The protocol features catalyst-free photochemical tandem, mild reaction conditions, broad functional group compatibility, and good to excellent yields.