On water: Catalyst-free ring-opening aminolysis of dihydrocoumarin for amide bond formation

Abstract

An eco-friendly one-pot reaction strategy for synthesizing ring-opening aminolysis of dihydrocoumarin in high product yields in water at room temperature has been developed. This is a straightforward, 100 % atom-economic, ecologically benign, and long-lasting method for producing relevant N-aryl amide scaffolds is to use amines in catalyst-free ring-opening aminolysis of dihydrocoumarin. Here, we report the catalyst-free, mildly operating conditions, ubiquitous, and highly efficient synthesis of N-aryl amides from dihydro coumarin and poorly reactive amines using water. Various amine substrates with different functional groups and substituents have been examined under optimal conditions, employing dihydro coumarin as a reaction partner. This method has significant application potential, as evidenced by the formal synthesis of drug-relevant molecules.