Cu(II)-Catalyzed N-Directed Distal C(sp3)-H Heteroarylation of Aliphatic N-Fluorosulfonamides

A copper-catalyzed delta-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 degrees, 2 degrees, and 3 degrees) of delta-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.

Automated summary

A copper-catalyzed delta-regioselective C(sp(3))-H heteroarylation of N-fluorosulfonamides has been developed, providing a practical strategy for the functionalization of heteroarenes and amides via forging a C(sp(3))-C(sp(2)) bond. 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 of delta-C(sp(3))-H bonds in the N-fluorosulfonamides could be regioselectively activated through the 1,5-HAT process.