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Volumn 130, Issue 29, 2008, Pages 9613-9620

Orthogonal Pd- and Cu-based catalyst systems for C- and N-arylation of oxindoles

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; AROMATIC COMPOUNDS; CATALYSIS; COPPER; COPPER ALLOYS; NITROGEN; NONMETALS;

EID: 47749112913     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja803179s     Document Type: Article
Times cited : (168)

References (53)
  • 2
    • 24144441333 scopus 로고    scopus 로고
    • Palladium-catalyzed aromatic carbon-nitrogen bond formation
    • 2nd ed, de Meijere, A, Diederich, F, Eds, Wiley-VCH: Weinheim, Germany
    • (b) Jiang, L.; Buchwald, S. L. Palladium-catalyzed aromatic carbon-nitrogen bond formation. In Metal-Catalyzed Cross-Coupling Reactions, 2nd ed.; de Meijere, A., Diederich, F., Eds.; Wiley-VCH: Weinheim, Germany, 2004; pp 699-760.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions , pp. 699-760
    • Jiang, L.1    Buchwald, S.L.2
  • 7
    • 0034794463 scopus 로고    scopus 로고
    • For Cu-catalyzed N-arylation of amides using N,N′-dimethyl- 1,2-ethylenediamine-derived ligands, see:(a) Klapars, A.; Antilla, J. C.; Huang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 7727.
    • For Cu-catalyzed N-arylation of amides using N,N′-dimethyl- 1,2-ethylenediamine-derived ligands, see:(a) Klapars, A.; Antilla, J. C.; Huang, X.; Buchwald, S. L. J. Am. Chem. Soc. 2001, 123, 7727.
  • 9
    • 0037140736 scopus 로고    scopus 로고
    • For Pd-catalyzed amidation of aryl halides using Xantphos and dialkylbiarylmonophosphine ligands, see:(a) Yin, J.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 6043.
    • For Pd-catalyzed amidation of aryl halides using Xantphos and dialkylbiarylmonophosphine ligands, see:(a) Yin, J.; Buchwald, S. L. J. Am. Chem. Soc. 2002, 124, 6043.
  • 22
    • 47749140376 scopus 로고    scopus 로고
    • Luk, K. C.; So, S. S.; Zhang, J.; Zhang, Z. (F. Hoffman-LaRoche AG) Oxindole Derivatives. WO 2006/136606 A3, December 28, 2006.
    • (a) Luk, K. C.; So, S. S.; Zhang, J.; Zhang, Z. (F. Hoffman-LaRoche AG) Oxindole Derivatives. WO 2006/136606 A3, December 28, 2006.
  • 23
    • 18344365176 scopus 로고    scopus 로고
    • Hewawasam, P.; Gribkoff, V. K.; Pendri, Y.; Dworetzky, S. I.; Meanwell, N. A.; Martinez, E.; Boissard, C. G.; Post-Munson, D. J.; Trojnacki, J. T.; Yeleswaram, K.; Pajor, L. M.; Knipe, J.; Gao, Q.; Perrone, R.; Starrett, J. E., Jr. Bioorg. Med. Chem. Lett. 2002, 12, 1023.
    • (b) Hewawasam, P.; Gribkoff, V. K.; Pendri, Y.; Dworetzky, S. I.; Meanwell, N. A.; Martinez, E.; Boissard, C. G.; Post-Munson, D. J.; Trojnacki, J. T.; Yeleswaram, K.; Pajor, L. M.; Knipe, J.; Gao, Q.; Perrone, R.; Starrett, J. E., Jr. Bioorg. Med. Chem. Lett. 2002, 12, 1023.
  • 25
    • 47749126141 scopus 로고    scopus 로고
    • Karnachi, A. A, Bateman, S. D, Novartis-AG Pharmaceutical Composition Comprising Lumiracoxib. WO 03/020261 A1, March 13, 2003
    • Karnachi, A. A.; Bateman, S. D. (Novartis-AG) Pharmaceutical Composition Comprising Lumiracoxib. WO 03/020261 A1, March 13, 2003.
  • 33
    • 27944467824 scopus 로고    scopus 로고
    • For a DFT study that reports an η3-oxyallyl Pd transition state between O- and C-bound enolates, see: Cámpora, J.; Maya, C. M.; Palma, P.; Carmona, E.; Gutiérrez, E.; Ruiz, C.; Graiff, C.; Tiripicchio, A. Chem. - Eur. J. 2005, 11, 6889.
    • (d) For a DFT study that reports an η3-oxyallyl Pd transition state between O- and C-bound enolates, see: Cámpora, J.; Maya, C. M.; Palma, P.; Carmona, E.; Gutiérrez, E.; Ruiz, C.; Graiff, C.; Tiripicchio, A. Chem. - Eur. J. 2005, 11, 6889.
  • 48
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    • Frisch, M. J.; Gaussian 03, revision D.01; Gaussian Inc.: Wallingford, CT, 2004.
    • Frisch, M. J.; Gaussian 03, revision D.01; Gaussian Inc.: Wallingford, CT, 2004.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.