Palladium-Catalyzed Oxidative Carbonylation of Aryl Hydrazines with CO and O at Atmospheric Pressure.

Palladium-catalyzed aerobic oxidative aminocarbonylation and alkoxycarbonylation reactions with aryl hydrazines as coupling partners have been developed. The oxidative carbonylation of aryl hydrazines proceeded smoothly at atmospheric pressure CO, employing molecular oxygen as the terminal oxidant. The only byproducts were nitrogen gas and water for both reactions. Notably, no double carbonylation was detected. Furthermore, aryl-halogen bonds, which are normally reactive in conventional Pd-catalyzed carbonylation reactions, remained intact.