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Palladium-catalyzed fluorination of carbon-hydrogen bonds.

Journal of the American Chemical Society (2006-06-01)
Kami L Hull, Waseem Q Anani, Melanie S Sanford
RESUMEN

This communication describes the development of a new Pd-catalyzed method for the fluorination of carbon-hydrogen bonds. A key step of these transformations involves palladium-mediated carbon-fluorine coupling-a much sought after, but previously unprecedented, transformation. These reactions were successfully achieved under oxidative conditions using electrophilic N-fluoropyridinium reagents. Microwave irradiation in the presence of catalytic palladium acetate served as optimal conditions for the fluorination of C-H bonds in a variety of substituted 2-arylpyridine and 8-methylquinoline derivatives.

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8-Methylquinoline, 97%