Copper-Catalyzed Multicomponent Reactions of Intramolecular and Intermolecular Thiotrifluoromethylation of Alkenes: Access to CF<sub>3</sub>–Containing 2-Iminothiazolidines and Isothioureas
Sainan Liu, Liqin Jiang
Abstract
A copper-catalyzed multicomponent reaction of secondary amines bearing allyl substitution, isothiocyanates, and Togni reagent II has been developed under Cs2CO3 in DCE at 75 °C. An intermolecular multicomponent reaction of thioureas, activated and unactivated alkenes, and Togni reagent II has also been developed under DMAP in acetonitrile at room temperature. These two alkene difunctionalization reactions provide CF3-containing 2-iminothiazolindines and isothioureas in moderate to excellent yields with broad substrate scope and good functional group tolerance, respectively.
Topics & Concepts
ChemistryReagentIntramolecular forceAlkeneIntermolecular forceCatalysisAcetonitrileFunctional groupSubstrate (aquarium)Medicinal chemistryCopperCombinatorial chemistryOrganic chemistryMoleculeOceanographyPolymerGeologyFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods