Photoredox cross-dehydrogenative C(sp2)-C(sp3) coupling of heteroarenes with secondary amines through 1,5-HAT

The functionalization of alpha-C(sp(3))-H bonds in amines has become a focal point of contemporary research. Here, we report a new approach utilizing photocatalysis alpha-C(sp(3))-H bond functionalization in alicyclic and aliphatic secondary amines facilitated by intramolecular 1,5-hydrogen atom transfer (HAT). This finding unlocks a sustainable method for rapidly constructing complex heterocyclics via cross-dehydrogenative C-C coupling of protected amines and nitrogen-containing heterocycles. This protocol boasts broad applicability to various substrates, exhibits tolerance to numerous functional groups, and supports the late-stage modification of drug molecules.