4 - Organotransition metal catalysis in the synthesis of organofluorine compounds

Abstract

Organotransition metal-catalyzed fluorination and fluoroalkylation reactions are relatively new and rapidly expanding areas. This chapter outlines the transition metal–catalyzed fluorinations and fluoroalkylations that have potential applications in the synthesis of pharmaceuticals or materials. Among other transition metal–catalyzed or transition metal–mediated reactions, Pd(0)-catalyzed fluorination and trifluoromethoxylation of aromatics, Mn(III)-catalyzed benzylic monofluorination, Ni(I)-catalyzed fluoroalkylation of aromatics and trifluoromethylthiolations of aryl triflates, and Ag(I)-catalyzed decarboxylative fluorination of carboxylic acids provide efficient synthetic methods for the synthesis of pharmaceuticals, agrochemicals, and materials. The transition metal catalysis also can be used for the late-stage modification of pharmaceuticals and synthesis of 18F-labeled compounds, as positron emission tomography tracers.