Cu-Catalyzed Diarylthiolation of Ynones with Aryl Iodides and Elemental Sulfur: An Access to Tetrasubstituted (<i>Z</i>)-1,2-Bis(arylthio)alkenes and Benzo[<i>b</i>][1,4]dithiines
Yiming Zhao, Xu Wang, Ziyi Guo, Hang Li, Jitan Zhang, Meihua Xie
Abstract
A copper-catalyzed three-component reaction of ynones, aryl iodides, and elemental sulfur via a syn-addition process is established. The reaction features operational practicality, broad substrate scope, and readily accessible scale-up synthesis by affording a series of (Z)-1,2-bis(arylthio)alkenes in good to excellent yield. Moreover, benzo[b][1,4]dithiines can be also constructed efficiently by using 1,2-diiodobenzene as the coupling partner.
Topics & Concepts
ChemistryArylYield (engineering)CatalysisSulfurSubstrate (aquarium)Combinatorial chemistryCopperMedicinal chemistryScope (computer science)Reaction conditionsCoupling reactionOrganic chemistryGeologyMaterials scienceComputer scienceMetallurgyOceanographyProgramming languageAlkylSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions