Palladium-Catalyzed Amide Directed Regioselective γ-Alkenylation of Unactivated Alkenes with Vinylcyclopropanes

Herein, we have demonstrated a palladium-catalyzed gamma-alkenylation of unactivated alkenes with vinylcyclopropanes. A bidentate 8-aminoquinoline directing group was utilized for the regioselective gamma-C(alkenyl)-H functionalization of unactivated alkenes with vinylcyclopropanes. This protocol exhibits wide substrate scope and good selectivity. Additionally, substrate diversification was performed to demonstrate the synthetic utility of the protocol. Mechanistic investigations were carried out to provide an insight to the reaction mechanism. A plausible mechanism was also proposed for the present methodology. A palladium-catalyzed gamma-alkenylation of unactivated alkenes with vinylcyclopropanes assisted by a strong coordinating 8-aminoquinoline directing group has been demonstrated. The protocol exhibits good substrate scope and selectivity. Substrate diversification and mechanistic investigations were carried out for the reaction. A plausible mechanism was also proposed based on the mechanistic investigation performed. image