Nickel(0)-catalysed linear-selective hydroarylation of 2-aminostyrenes with arylboronic acids by a bifunctional temporary directing group strategy

Abstract

We report a nickel(0)-catalyzed linear-selective hydroarylation of 2-aminostyrenes with arylboronic acids using a bifunctional temporary directing group strategy. In the presence of a catalytic amount of commercially available 3,5-dibromosalicylaldehyde, an aldimine intermediate is formed to interact with the nickel(0) catalyst by both chelation from the imino group and nickel-hydride formation from the phenoxy group. With the imino-assisted six-membered metallacycle formation, excellent linear selectivity has been achieved for this redox-neutral hydroarylation reaction.