Nickel-Catalyzed Hydrotrifluoroalkylation of Alkynes to Construct Allylic Trifluoromethyl Terminal Alkenes
Ting Zhang, Ya-Wen Zuo, Ruo‐Xing Jin, Yifan Zhang, Bingbing Wu, Xi‐Sheng Wang
Abstract
Herein, we describe a nickel-catalyzed hydrotrifluoroalkylation of terminal alkyne for the synthesis of a manifold allylic trifluoromethyl terminal alkene. The combination of nitrogen and phosphine ligands, especially electron-rich ones, plays an indispensable role in the course of the reaction, promoting the reactivity to a remarkable level, demonstrating high efficiency, broad substrate scope, and favorable functional group compatibility. The strategy provides a facile method for the synthesis of diversified allylic CF 3 -containing drugs and bioactive molecules.
Topics & Concepts
Allylic rearrangementChemistryTrifluoromethylAlkeneAlkyneCatalysisCombinatorial chemistryPhosphineReactivity (psychology)NickelMoleculeStereochemistryOrganic chemistryPathologyMedicineAlternative medicineAlkylFluorine in Organic Chemistry