Cobalt-Catalyzed Asymmetric Cross-Coupling Reaction of Fluorinated Secondary Benzyl Bromides with Lithium Aryl Boronates/ZnBr<sub>2</sub>
Weichen Huang, Xiaolong Wan, Qilong Shen
Abstract
A cobalt-catalyzed asymmetric cross-coupling of α-bromo-α-fluorotoluene derivatives with a variety of aryl zincates derived from lithium aryl n-butyl pinacol boronates and ZnBr2 under mild reaction conditions was described. In addition to mild reaction conditions, another advantage includes the compatibility of various common functional groups such as fluoride, chloride, bromide, cyano, or ester groups. Furthermore, this protocol was successfully applied to the enantioselective synthesis of three fluorinated derivatives of biologically active compounds or drug molecules.
Topics & Concepts
ChemistryArylBromideCatalysisPinacolEnantioselective synthesisCobaltLithium (medication)TrifluoromethylCoupling reactionCombinatorial chemistryMoleculeFunctional groupOrganic chemistryMedicinal chemistryAlkylMedicineEndocrinologyPolymerFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms