Selective C–F Bond Etherification of Trifluoromethylalkenes with Phenols
Qingqiang Tian, Boqun Pei, Chuxia Wang, Chiying Zhang, Yahui Li
Abstract
Selective functionalization of a single sp3 C–F bond of the CF3 group represents an appealing way to generate the pharmaceutically privileged difluoromethylene moiety. Herein, a novel protocol for the C–F bond etherification of trifluoromethylalkenes and phenols is reported. A variety of alkenyl difluoroaryloxy ethers are obtained with good chemoselectivity and functional group tolerance. DFT calculation results and control experiments suggest that metal ion Cs+ might be involved in this defluorooxylation. Furthermore, the desired product exhibits a good insecticidal activity.
Topics & Concepts
ChemoselectivityMoietyPhenolsChemistryFunctional groupSurface modificationCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisPolymerPhysical chemistryFluorine in Organic ChemistryInorganic Fluorides and Related Compounds