Copper-Catalyzed Carbonylative Synthesis of β-Homoprolines from <i>N</i>-Fluoro-sulfonamides
Youcan Zhang, Zhiping Yin, Xiao‐Feng Wu
Abstract
A new methodology for the carbonylative transformation of N-fluoro-sulfonamides into N-sulfonyl-β-homoproline esters has been described. In the presence of a catalytic amount of Cu(OTf)2, a range of β-homoproline derivatives were prepared in moderate to good yield. The reaction proceeds via the intramolecular cyclization and intermolecular carbonylation of a free carbon radical. Notably, this procedure offers the possibility to build potential functionalized bioactive molecules.
Topics & Concepts
ChemistryCarbonylationCatalysisIntermolecular forceIntramolecular forceYield (engineering)Combinatorial chemistrySulfonylMoleculeCopperOrganic chemistryMedicinal chemistryCarbon monoxideMaterials scienceAlkylMetallurgyFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods