Directed Nickel-Catalyzed Selective Arylhydroxylation of Unactivated Alkenes under Air.

An expeditious and novel nickel-catalyzed selective arylhydroxylation of unactivated alkenes with arylboronic acids was developed. This protocol is compatible with β,γ- and γ,δ-alkene amides, including traditionally challenging internal alkenes, to provide important β-arylethylalcohol scaffolds. The free hydroxyl group in the final product could be smoothly further transformed into other functional groups. Control experiments indicated that the oxygen atom of the hydroxyl group in the product is derived from the oxygen in the air.