Cu(II)-Catalyzed N-Directed Distal C(sp 3 )-H Heteroarylation of Aliphatic N -Fluorosulfonamides.

A copper-catalyzed δ-regioselective C(sp 3 )-H heteroarylation of N -fluorosulfonamides has been developed. A broad range of heteroarenes were well tolerated and reacted with various N -fluorosulfonamides to give the corresponding heteroarylated amides in good yields. Notably, all types (1°, 2°, and 3°) of δ-C(sp 3 )-H bonds in the N -fluorosulfonamides could be regioselectively activated through the 1,5-HAT process. This protocol provides a practical strategy for the functionalization of heteroarenes and amides via forging a C(sp 3 )-C(sp 2 ) bond.