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Volumn 130, Issue 29, 2008, Pages 9254-9256

Palladium-catalyzed C-H functionalization of pyridine N-oxides: Highly selective alkenylation and direct arylation with unactivated arenes

Author keywords

[No Author keywords available]

Indexed keywords

CARBON; HYDROGEN; OXYGEN; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIDINE 1 OXIDE;

EID: 47749125841     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja8026295     Document Type: Article
Times cited : (639)

References (54)
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    • Paul, S.; Cholana, G. A.; Holmes, D.; Reichle, R. C.; Maleczka, R. E., Jr.; Smith, M. R., III J. Am. Chem. Soc. 2006, 128, 15552.
    • (c) Paul, S.; Cholana, G. A.; Holmes, D.; Reichle, R. C.; Maleczka, R. E., Jr.; Smith, M. R., III J. Am. Chem. Soc. 2006, 128, 15552.
  • 29
    • 0037462095 scopus 로고    scopus 로고
    • For examples of the direct C-H functionalization of pyridines, see: (a) Murakami, M, Hori, S. J. Am. Chem. Soc. 2003, 125, 4720
    • For examples of the direct C-H functionalization of pyridines, see: (a) Murakami, M.; Hori, S. J. Am. Chem. Soc. 2003, 125, 4720.
  • 38
    • 47749110248 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 39
    • 47749145746 scopus 로고    scopus 로고
    • Pyridine itself was completely inert under the reaction conditions
    • Pyridine itself was completely inert under the reaction conditions.
  • 44
    • 47749119957 scopus 로고
    • (d) Zollingger, H
    • KIE is around 1 in reactions with the electrophilic aromatic substitution pathway
    • KIE is around 1 in reactions with the electrophilic aromatic substitution pathway: (d) Zollingger, H. Adv. Phys. Org. Chem. 1964, 2, 163.
    • (1964) Adv. Phys. Org. Chem , vol.2 , pp. 163
  • 45
    • 38348998675 scopus 로고    scopus 로고
    • Recently, an elegant example of the Pd-catalyzed C-H arylation of N-iminopyridinium ylides with aryl halides was reported: Larivée, A.; Mousseau, J. J.; Charette, A. B. J. Am. Chem. Soc. 2008, 130, 52.
    • Recently, an elegant example of the Pd-catalyzed C-H arylation of N-iminopyridinium ylides with aryl halides was reported: Larivée, A.; Mousseau, J. J.; Charette, A. B. J. Am. Chem. Soc. 2008, 130, 52.
  • 46
    • 34249936878 scopus 로고    scopus 로고
    • For pioneering works on the multiple C-H activation for the C-C bond formation, see: a
    • For pioneering works on the multiple C-H activation for the C-C bond formation, see: (a) Stuart, D. R.; Fagnou, K. Science 2007, 316, 1172.
    • (2007) Science , vol.316 , pp. 1172
    • Stuart, D.R.1    Fagnou, K.2
  • 51
    • 47749114199 scopus 로고    scopus 로고
    • 2, which, however, was selected as a general catalyst for practical reasons (see the Supporting Information).
    • 2, which, however, was selected as a general catalyst for practical reasons (see the Supporting Information).
  • 54
    • 47749087471 scopus 로고    scopus 로고
    • 1H NMR of the crude reaction mixture.
    • 1H NMR of the crude reaction mixture.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.