Ynamide-Mediated Thionoester and Dithioester Syntheses
Chaochao Yao, Jinhua Yang, Xiaobiao Lu, Shuyu Zhang, Junfeng Zhao
Abstract
A novel ynamide-mediated synthesis of thionoesters and dithioesters is described. The selective addition reactions of various monothiocarboxylic acids with ynamide furnish α-thioacyloxyenamides, which undergo transesterification with nucleophilic -OH or -SH species to afford thionoesters and dithioesters, respectively. The broad substrate scope, mild reaction conditions, and excellent yields make this method an attractive synthetic approach to thionoesters and dithioesters.
Topics & Concepts
ChemistryTransesterificationNucleophileSubstrate (aquarium)Scope (computer science)Organic chemistryCombinatorial chemistryCatalysisProgramming languageOceanographyComputer scienceGeologyCatalytic Alkyne ReactionsSulfur-Based Synthesis TechniquesClick Chemistry and Applications