Acid Catalyzed Multicomponent Reaction to Access Functionalized N‐Benzhydryl Amides: A Tandem Ritter Reaction
Sudheer Kumar Karu, Malapaka Chandrasekharam
Abstract
Abstract Acid catalyzed multicomponent reaction (MCR) for the synthesis of N‐benzhydryl amide derivatives from aldehydes, N,N‐disubstituted arylamines and nitriles is reported. The reaction is compatible with electronically differentiating aryl/heteroaryl aldehydes/acetals, different nucleophiles (cyclic and acyclic N,N‐disubstituted arylamines,β‐naphthols, 1,3 dicarbonyl, 1,3,5‐trimethoxy benzene), alkyl nitriles, aryl/heteroaryl nitriles in catalytic TFA/TfOH through tandem Ritter reaction. The one‐pot MCR with broad substrate scope generated a wide variety of sterically hindered N‐substituted amides and is successfully applied for the synthesis of isoindolinone.
Topics & Concepts
ChemistryRitter reactionArylAmideCatalysisNucleophileOrganic chemistryCascade reactionSteric effectsMedicinal chemistryAlkylTandemCombinatorial chemistryComposite materialMaterials scienceChemical Synthesis and AnalysisChemical Synthesis and ReactionsSynthesis and pharmacology of benzodiazepine derivatives