Modular synthesis of α-aryl β-perfluoroalkyl ketones <i>via</i> N-heterocyclic carbene catalysis
Haibin Yang, Zhi-Hou Wang, Jinmei Li, Chuan‐De Wu
Abstract
A new general de novo synthesis of pharmaceutically important α-aryl β-perfluoroalkyl ketones has been disclosed. Compared with trifluoromethylation-initiated radical 1,2-aryl migration of α,α-diaryl allylic alcohols, this protocol employs a new strategy of biomimetic carbene catalysis to assemble alkene, aldehyde and perfluoroalkyl reagents, providing access to products with excellent flexibility of the aryl unit and perfluoroalkyl group. This method also demonstrates excellent functional group compatibility, including some Grignard reagent sensitive groups.
Topics & Concepts
CarbeneArylCatalysisChemistryModular designCombinatorial chemistryOrganic chemistryMedicinal chemistryComputer scienceAlkylOperating systemN-Heterocyclic Carbenes in Organic and Inorganic ChemistryFluorine in Organic ChemistryCyclopropane Reaction Mechanisms