An efficient copper-catalyzed coupling reaction of pyridin-2-ones with aryl and heterocyclic halides based on Buchwald's protocol

Tetrahedron Letters

Volumn 45, Issue 22, 2004, Pages 4257-4260

  Li, Chun Sing ^a   Dixon, Darryl D ^a  

^a MERCK FROSST CENTRE FOR THERAPEUTIC RESEARCH   (Canada)

Author keywords

Aryl halides; Copper catalyzed coupling reaction; Pyridin 2 ones

Indexed keywords

BROMINE DERIVATIVE; COPPER; HALIDE; IODINE DERIVATIVE; KETONE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIDINE DERIVATIVE;

ARTICLE; ARYLATION; CATALYSIS; CATALYST; CROSS COUPLING REACTION; ELECTRON; REDUCTION;

EID: 2342556503     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.04.019     Document Type: Article

References (20)

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14. 1H NMR and MS data
15. In contrast, the copper-catalyzed coupling reaction of 1h with 4-methylphenylboronic acid gave 38% yield of coupling product, Ref. 6
16. The copper-catalyzed coupling reaction of 1g also failed with 4-methylphenylboronic acid, Ref. 6
17. 1c was prepared according to the following scheme: *Decomposition of the diazonium salt was performed with the conditions reported by Cohen: Cohen T., Dietz A.G., Miser J.R. J. Org. Chem. 42:1977;2053-2058
18. Klapars A., Buchwald S.L. J. Am. Chem. Soc. 124:2002;14844-14845
19. Ukita has also observed poorer reaction with 3-bromopyridine, Ref. 4
20. +)