Three-Component Oxychalcogenation of Alkenes under Metal-Free Conditions: A Tetrabutylammonium Tribromide-Catalyzed System
Jiawei Huang, Xiaoman Li, Liang Xu, Yu Wei
Abstract
A three-component oxychalcogenation reaction, from alkenes, diselenides/thiophenols, and H 2 O/alcohols, has been realized herein. Tetrabutylammonium tribromide (TBATB) and dimethylsulfoxide (DMSO) are utilized as the catalyst and the terminal oxidant, respectively, to enable this difunctionalization transformation. The metal-free reaction system shows good functional group compatibility, providing a unified and practical approach to access β-hydroxyl or β-alkoxy organochalcogenides.
Topics & Concepts
CatalysisChemistryTribromideAlkoxy groupMetalOrganic chemistryCompatibility (geochemistry)Reaction conditionsComponent (thermodynamics)Combinatorial chemistryMaterials scienceAlkylComposite materialPhysicsThermodynamicsSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsVanadium and Halogenation Chemistry