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Volumn 9, Issue 4, 2007, Pages 643-646

Cu-catalyzed N- and O-arylation of 2-,3-, and 4-hydroxypyridines and hydroxyquinolines

Author keywords

[No Author keywords available]

Indexed keywords

BROMIDE; COPPER; HYDROXYPYRIDINES; IODIDE; PYRIDINE DERIVATIVE; QUINOLINOL DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

EID: 33847779491     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062904g     Document Type: Article
Times cited : (140)

References (43)
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    • (f) Alonso-Alija, C.; Michels, M.; Schirok, H.; Schlemmer, K. H.; Bell, J.; Gitzgerald, M. F.; Dodd, S.; Gill, A. (Bayer AG). Monocyclic Aroylpyridinones as Antiinflammatory Agents. Patent WO03076405, September 18, 2003.
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    • (f) Filipski, K. J.; Kohrt, J. T.; Casimiro-Garcia, A.; Van, Huis, C. A.; Dudley, d. A.; Cody, W. L.; Bigge, C. F.; Desiraju, S.; Sun, S.; Maiti, S. N.; Jaber, M. R.; Edmunds, J. J. Tetrahedron Lett. 2006, 47, 7677.
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    • a data: (a) Bordwell, F. G.; Bartmess, J. E.; Hautala, J. A. J. Org. Chem. 1978, 43, 3095.
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  • 38
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    • An authentic sample of 4-(3-methoxyphenoxy)pyridine was independently synthesized by uncatalyzed nucleophilic substitution of 4-chloropyridine with 3-methoxyphenol and compared to 1-(3-methoxyphenyl)1H-pyridin-4-one (Table 5, entry 1) to verify that the product of Cu-catalysis was not the O-aryl compound
    • An authentic sample of 4-(3-methoxyphenoxy)pyridine was independently synthesized by uncatalyzed nucleophilic substitution of 4-chloropyridine with 3-methoxyphenol and compared to 1-(3-methoxyphenyl)1H-pyridin-4-one (Table 5, entry 1) to verify that the product of Cu-catalysis was not the O-aryl compound.
  • 39
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    • This ligand was originally reported by Merck chemists for the Cucatalyzed O-arylation of phenol. See: Buck, E, Song, Z. J, Tschaen, D, Dormer, P. G, Volante, R. P, Reider, P. J. Org. Lett. 2002, 4, 1623
    • This ligand was originally reported by Merck chemists for the Cucatalyzed O-arylation of phenol. See: Buck, E.; Song, Z. J.; Tschaen, D.; Dormer, P. G.; Volante, R. P.; Reider, P. J. Org. Lett. 2002, 4, 1623.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.