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A palladium-catalyzed reaction of N-phthaloyl hydrazones derived from aldehydes and cyclobutanones, leading to the production of nitriles, is described.

Despite the widespread use of carbamates as a directing group in C–H bond-functionalization reactions, reductive removal of this directing group is not straightforward. Currently available methods are limited to nickel-catalyzed reactions using i PrMgX or hydrosilane as a reductant, leaving the functional group compatibility issue to be solved. Herein, we report rhodium-catalyzed reductive cleavage of aryl carbamates using iPrOH as a milder reductant.