Chalcogenide-Catalyzed Intermolecular Electrophilic Thio- and Halofunctionalization of <i>gem</i>-Difluoroalkenes: Construction of Diverse Difluoroalkyl Sulfides and Halides
Quanbin Jiang, Yaoyu Liang, Yuanyuan Zhang, Xiaodan Zhao
Abstract
Thio- and halodifluoromethylated compounds are an important class of compounds in medicinal chemistry and organic synthesis. Herein, we report a facile method for the construction of these compounds via chalcogenide-catalyzed intermolecular electrophilic thio- and halofunctionalization of gem-difluoroalkenes. Simple treatment of gem-difluoroalkenes with electrophilic sulfur/halogen reagents and various O- or N-nucleophiles affords diverse multifunctionalized thio- and halodifluoromethylated compounds. This reaction features a relatively broad substrate scope, good functional group tolerance, and mild reaction conditions.
Topics & Concepts
ElectrophileChemistryThio-NucleophileReagentCatalysisHalogenCombinatorial chemistryIntermolecular forceSulfurChalcogenideHalideOrganic chemistryMoleculeAlkylFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesCarbon dioxide utilization in catalysis