Selective nickel-catalyzed fluoroalkylations of olefins
Shaoke Zhang, Florian Weniger, Fei Ye, Jabor Rabeah, Stefan Ellinger, Florencio Zaragoza, Christoph Taeschler, Helfried Neumann, Angelika Brückner, Matthias Beller
Abstract
Mild and selective nickel-catalyzed trifluoromethylation and perfluoroalkylation reactions of alkenes were developed to provide fluorinated olefins, including natural products, pharmaceuticals, and variety of synthetic building blocks in good to excellent yields (38 examples). Control experiments, kinetic measurements and in situ EPR studies reveal the importance of radical species and the formation of 1,2-adducts as intermediates.
Topics & Concepts
TrifluoromethylationCatalysisNickelChemistryOrganic chemistryCombinatorial chemistryTrifluoromethylAlkylFluorine in Organic ChemistryInorganic Fluorides and Related Compounds