Copper-Catalyzed Synthesis of N-Fused Quinolines via C(sp3)-H Activation-Radical Addition-Cyclization Cascade.

Abstract

A novel copper-catalyzed cyclization reaction for the synthesis of pyrazolo[1,5-a]quinoline, triazolo[1,5-a]quinoline, and pyrrolo[1,2-a]quinoline derivatives is described. The process is initiated by di-tert-butyl peroxide-mediated C(sp3)-H activation to generate the α-functionalized radical, which supervenes a cascade radical addition/cyclization sequence to access the N-fused quinolines in good yields with broad functional group tolerance.