Regioselective N-F and α C(sp)-H Arylation of Aliphatic -Fluorosulfonamides with Imidazopyridines.

A regioselective arylation of aliphatic -fluorosulfonamides with imidazopyridines enabled by breaking of N-F and α C(sp)-H bond to form C-N and C-C bonds was described. With CuCl as the catalyst, a radical mechanism was proposed to produce N-arylated aliphatic sulfonamides via a N radical intermediate. Importantly, under acidic conditions, an in situ generated imine was the possible intermediate, which was trapped by imidazopyridines to form α C(sp)-H arylated aliphatic sulfonamides. The current protocol featured a broad substrate scope, tunable reaction conditions, operational convenience, and good regioselectivity.