Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions
Devaneyan Joseph, Myeong Seong Park, Sunwoo Lee
Abstract
N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.
Topics & Concepts
ChemistryAqueous solutionPrimary (astronomy)Functional groupMetalOrganic chemistryReaction conditionsAqueous mediumCombinatorial chemistryCatalysisPhysicsPolymerAstronomyChemical Synthesis and AnalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods