Tandem Iridium-Catalyzed Decarbonylative C–H Activation of Indole: Sacrificial Electron-Rich Ketone-Assisted Bis-arylsulfenylation
Subban Kathiravan, Prasad Anaspure, Tianshu Zhang, Ian A. Nicholls
Abstract
) catalyst and disulfides. A new sacrificial electron-rich adamantoyl-directing group facilitates indole C-H bis-functionalization with a traceless in situ removal. Various differently substituted disulfides can be easily accommodated in this reaction by a coordination to Ir(III) through the formation of six- and five-membered iridacycles at the C2 and C4 positions, respectively. Mechanistic studies show that a C-H activation-induced C-C activation is involved in the catalytic cycle.
Topics & Concepts
IridiumChemistryIndole testCatalysisTandemKetoneCatalytic cycleSurface modificationCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryMaterials sciencePhysical chemistryComposite materialCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions