Selective C−H Acyloxylation of Sulfides/Disulfides Enabled by Hypervalent Iodine Reagents
Shuang Wu, Yiyun Chen
Abstract
Abstract Herein, we report the α−C−H acyloxylation of sulfides and disulfides enabled by hypervalent iodine(III) reagents via photoredox catalysis. The methoxylbenziodoxole derivatives serve as the hydrogen atom transfer agent, the mild oxidant, and the acyloxylation source in the reaction. External nucleophiles can also be introduced to the α−C−H of sulfides. The reaction applies to various aryl and alkyl sulfides including methionine peptide derivatives. Disulfides are applicable for the first time with excellent chemoselectivity and functional group compatibility.
Topics & Concepts
Hypervalent moleculeChemistryReagentChemoselectivityArylNucleophileCatalysisCombinatorial chemistryAlkylIodineFunctional groupHydrogen peroxideOrganic chemistryPolymerSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques