Palladium-Catalyzed Oxidative Annulation of <i>ortho</i>-Alkenylanilines and Allenes: An Access to Benzo[<i>b</i>]azepines

Palladium-catalyzed oxidative annulation of ortho-alkenylanilines and allenes to constitute valuable, but synthetically challenging, benzo­[b]­azepines has been developed. The procedure, involving the cleavage of the terminal C­(sp2)–H bond of the vinyl moiety and the participation of allenes as two-carbon cycloaddition partner, is attractive in terms of assembly efficiency and environmental friendliness. The transformation features mild reaction conditions and good functional group tolerance, resulting in a variety of benzo­[b]­azepines in good to excellent yields.