Palladium-Catalyzed Reductive Aminocarbonylation of o -Iodophenol-Derived Allyl Ethers with o -Nitrobenzaldehydes to 3-Alkenylquinolin-2(1 H )-ones.

An attractive palladium-catalyzed reductive aminocarbonylation reaction of allylic ethers has been explored for the synthesis of 3-alkenylquinolin-2(1 H )-one derivatives. With Mo(CO) 6 as both CO surrogate and reductant, a variety of 3-alkenylquinolin-2(1 H )-ones were obtained in good to excellent yields from o -iodophenol-derived allyl ethers with o -nitrobenzaldehydes as the nitrogen sources. This reaction proceeds through a cascade pathway and does not rely on high-pressure CO gas as needed in former allylic carbonylation reactions. This strategy provides a new pathway for the construction of 3-alkenylquinolin-2(1 H )-ones.