Copper-Catalyzed Amination of C(sp3)–H bonds: From Anilides to Indolines

Copper-catalyzed oxidative intramolecular cyclization of o-alkylated anilines via cleavage of C­(sp3)–H and N–H bonds for the production of indolines is described. This approach provides a straightforward strategy for the synthesis of nitrogen-containing heterocyclic compounds through the functionalization of unactivated C­(sp3)–H bonds with high site selectivity. The present catalytic system shows high preference for functionalization of unactivated C­(sp3)–H bonds over C­(sp2)–H bonds, leading to C–N bond formation.