Palladium-catalyzed C-H activation and intermolecular annulation with allenes.

ABSTRACT

A new and efficient Pd(II) -catalyzed intermolecular annulation of N-benzoylsulfonamide with allenes for the synthesis of 3,4-dihydroisoquinolin-1(2H)-ones is reported. This CH functionalization is compatible with ambient air and moisture, and it can be applied to terminal or internal allenes with different synthetically attractive functional groups. Control experiments and a kinetic isotope effect study are conducted and a plausible mechanism is proposed.