Access to [2.2]Paracyclophane-Fused N-Heterocycles via Palladium-Catalyzed C–H Activation and Cyclization of [2.2]Paracyclophaneacylhydrazones with Vinyl Azides

A novel protocol for the synthesis of [2.2]paracyclophane-fused N-heterocycles via palladium-catalyzed C-H activation and cyclization of [2.2]paracyclophaneacylhydrazones with vinyl azides has been developed. High regioselectivity control was realized by selective activation/functionalization of the C-H bond of highly rigid [2.2]paracyclophanes. A broad range of [2.2]paracyclophane-fused isoquinolinophane derivatives were prepared in sole regioselectivity with good functional group tolerance, which would be difficult to synthesize by other approaches in a one-step manner.