Selective C-H Fluorination of Pyridines and Diazines Inspired by a Classic Amination Reaction
2013
Fier, Patrick S. | Hartwig, John F.
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.
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