Journal of the American Chemical Society 2006-06-07

Palladium-catalyzed fluorination of carbon-hydrogen bonds.

Kami L Hull, Waseem Q Anani, Melanie S Sanford

Index: J. Am. Chem. Soc. 128(22) , 7134-5, (2006)

Full Text: HTML

Abstract

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.

Related Compounds

  • 8-Methylquinoline

Related Articles:

A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes.

2001-06-15

[J. Biotechnol. 88(2) , 167-71, (2001)]

The hepatic metabolism of two methylquinolines.

1993-05-01

[Carcinogenesis 14(5) , 1041-7, (1993)]

Carcinogenicity of quinoline, 4- and 8-methylquinoline and benzoquinolines in newborn mice and rats.

1988-07-01

[Food Chem. Toxicol. 26(7) , 625-9, (1988)]

Synthetic routes to N-heterocyclic carbene complexes: pyridine-carbene tautomerizations.

2007-01-01

[Angew. Chem. Int. Ed. Engl. 46(19) , 3405-8, (2007)]

Pd-catalyzed C-H fluorination with nucleophilic fluoride.

2012-08-17

[Org. Lett. 14(16) , 4094-7, (2012)]

More Articles...