Pd(II)-Catalyzed Cyclization-Oxidation of Urea-Tethered Alkylidenecyclopropanes.

A Pd(OAc)2-catalyzed intramolecular oxidative cyclization of urea-tethered alkylidenecyclopropanes with urea as a nitrogen source through a Pd(II)/Pd(IV) catalytic cycle has been presented, giving the corresponding cyclobuta[ b]indoline derivatives in moderate to good yields with a broad substrate scope. The reaction proceeds through a ring expansion of alkylidenecyclopropane along with the nucleophilic attack of nitrogen atom onto the in situ generated palladium carbenoid species as well as an oxidation process.