Selective C-H Fluorination of Pyridines and Diazines Inspired by a Classic Amination Reaction

Abstract

Fluorinating Pyridine Appending fluorine substituents to carbon centers is commonly used to tune small-molecule properties in pharmaceutical and agrochemical research. However, fluorinations often require the use of corrosive, hazardous reagents. Fier and Hartwig (p. 956 ) present an unusually mild and convenient protocol for fluorinating carbon sites adjacent to nitrogen in pyridines and related nitrogen-bearing arenes. The reaction entails treatment with silver difluoride and proceeds rapidly at room temperature.