One-Pot Synthesis of Pentafluorophenyl Sulfonic Esters via Copper-Catalyzed Reaction of Aryl Diazonium Salts, DABSO, and Pentafluorophenol
Muhammad Aliyu Idris, Sunwoo Lee
Abstract
Pentafluorophenyl (PFP) sulfonic esters were synthesized via a copper-catalyzed one-pot multicomponent reaction of aryl diazonium tetrafluoroborate, DABSO (DABCO·(SO2)2), and pentafluorophenol. The reaction system provided the desired pentafluorophenyl sulfonic esters in good yields and exhibited excellent functional group tolerance. In addition, the generated PFP sulfonic esters were successfully applied in Sonogashira, Suzuki, Chan–Evans–Lam, and decarboxylative coupling reactions.
Topics & Concepts
ChemistryDABCOArylSulfonic acidSonogashira couplingTetrafluoroborateCatalysisCopperOrganic chemistryCyanationCoupling reactionCombinatorial chemistryPolymer chemistryPalladiumAlkylIonic liquidSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions