Nickel-Catalyzed Regio- and Enantioselective Hydroarylation of 1,3-Dienes with Indoles

The regio- and enantioselective functionalization of 1,3-dienes has become a powerful tool for the synthesis of allylic compounds, yet it remains a challenge for aliphatic dienes. Herein, we report a nickel-catalyzed asymmetric hydroarylation reaction of aliphatic and aromatic dienes with indoles to afford chiral indole derivatives. Because the reaction is performed under redox-neutral and mild conditions, various functional groups are tolerated in the reaction. Density functional theory calculations elucidate the mechanism of reaction, regioselectivity, and enantioselectivity of the nickel-catalyzed hydroarylation of aliphatic dienes with indoles. [GRAPHICS] .