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

Abstract

An attractive palladium-catalyzed reductive aminocarbonylation reaction of allylic ethers has been explored for the synthesis of 3-alkenylquinolin-2(1H)-one derivatives. With Mo-(CO) 6 as both CO surrogate and reductant, a variety of 3alkenylquinolin-2(1H)-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(1H)-ones.