Transition-Metal-Free Decarboxylative Cyclization of <i>N</i>-Arylacrylamides with 2,2-Difluoro-2-(phenylthio)acetic Acid: Synthesis of Thiodifluorooxindole Derivatives
Cheng-Mi Huang, Jian Li, Shan-Le Wang, Shan-Le Wang, Jing-Jing Ai, Xinyu Liu, Weidong Rao, Shun‐Yi Wang, Shun‐Yi Wang
Abstract
An efficient transition-metal-free decarboxylative cyclization of N-arylacrylamides with 2,2-difluoro-2-(phenylthio)acetic acid for the construction of thiodifluoroindoleone derivatives is described. This strategy features stable and readily available substrates, mild reaction conditions, and transition-metal-free catalysts. Notably, this protocol has successfully applied to synthesis of gem-difluoroalkenes, which exist in numerous biologically active compounds.
Topics & Concepts
ChemistryTransition metalAcetic acidCatalysisOrganic chemistryMetalCombinatorial chemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions