Palladium-Catalyzed Chelation-Assisted Aldehyde C–H Bond Activation of Quinoline-8-carbaldehydes: Synthesis of Amides from Aldehydes with Anilines and Other Amines
Dinesh Gopichand Thakur, Nileshkumar B. Rathod, Sachinkumar D. Patel, Dharmik M. Patel, Raj N. Patel, Mahesh A. Sonawane, Subhash Chandra Ghosh
Abstract
A palladium-catalyzed chelation-assisted direct aldehyde C-H bond amidation of quinoline-8-carbaldehydes with an amine was developed under mild reaction conditions. A wide range of amides were obtained in good to excellent yields from aldehyde with a variety of aniline derivatives and aliphatic amines. Our methodology was successfully applied to synthesize known DNA intercalating agents and can be easily scaled up to a gram scale.
Topics & Concepts
AldehydeQuinolineAnilinePalladiumChemistryCatalysisChelationAmine gas treatingCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisAsymmetric Hydrogenation and Catalysis