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Volumn 132, Issue 5, 2010, Pages 1512-1513

Gold-catalyzed ethynylation of arenes

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC RINGS; C-H ACTIVATION; ELECTRON-DEFICIENT; ETHYNYLATION; GOLD CHEMISTRY; H-BONDS;

EID: 76149093845     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja909726h     Document Type: Article
Times cited : (316)

References (28)
  • 1
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    • (a) Garratt, P. J. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 3, p 271.
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 271
    • Garratt, P.J.1
  • 3
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    • Diederich, F, Stang, P. J, Eds, Wiley-VCH: New York
    • (b) Sonogashira, K. In Metal-Catalyzed Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: New York 1998, p 203.
    • (1998) Metal-Catalyzed Reactions , pp. 203
    • Sonogashira, K.1
  • 4
    • 0003799267 scopus 로고
    • Stang, P. J, Diederich, F, Eds, VCH: Weinheim
    • (a) Modern Acetylene Chemistry; Stang, P. J.; Diederich, F., Eds.; VCH: Weinheim, 1995.
    • (1995) Modern Acetylene Chemistry
  • 10
    • 76149096621 scopus 로고    scopus 로고
    • Schlosser, M, Eds, Wiley-VCH: New York
    • Hegedus, L. S. In Organometallics in Synthesis; Schlosser, M., Eds.; Wiley-VCH: New York, 2002; p 1150.
    • (2002) Organometallics in Synthesis , pp. 1150
    • Hegedus, L.S.1
  • 11
    • 0027913099 scopus 로고    scopus 로고
    • Ru: Murai, S.; Kakiuchi, F.; Sekine, S.; Tanaka, Y.; Kamatani, A.; Sonoda, M.; Chatani, N. Nature 1993, 366, 529.
    • (a) Ru: Murai, S.; Kakiuchi, F.; Sekine, S.; Tanaka, Y.; Kamatani, A.; Sonoda, M.; Chatani, N. Nature 1993, 366, 529.
  • 12
    • 0034677867 scopus 로고    scopus 로고
    • Pd: Jia, C.; Piao, D.; Oyamada, J.; Lu, W.; Kitamura, T.; Fujiwara, Y. Science 2000, 287, 1992.
    • (b) Pd: Jia, C.; Piao, D.; Oyamada, J.; Lu, W.; Kitamura, T.; Fujiwara, Y. Science 2000, 287, 1992.
  • 19
    • 76149126564 scopus 로고    scopus 로고
    • Further studies can be found in the Supporting Information
    • Further studies can be found in the Supporting Information.
  • 23
    • 34250755002 scopus 로고    scopus 로고
    • Reaction of 4 with 2a under the optimized conditions from Table 1 did not afford compound 3a, ruling out a gold-catalyzed Sonogashira reaction mechanism; see: González-Arellano, C.; Abad, A.; Corma, A.; García, H.; Iglesias, M.; Sánchez, F. Angew. Chem., Int. Ed. 2007, 46, 1536.
    • Reaction of 4 with 2a under the optimized conditions from Table 1 did not afford compound 3a, ruling out a gold-catalyzed Sonogashira reaction mechanism; see: González-Arellano, C.; Abad, A.; Corma, A.; García, H.; Iglesias, M.; Sánchez, F. Angew. Chem., Int. Ed. 2007, 46, 1536.
  • 24
    • 72949089743 scopus 로고    scopus 로고
    • A Au-catalyzed ethynylation of indoles and pyrrols appeared during the preparation of this manuscript; see
    • A Au-catalyzed ethynylation of indoles and pyrrols appeared during the preparation of this manuscript; see: Brand, J. P.; Charpentier, J.; Waser, J. Angew. Chem., Int. Ed. 2009, 48, 9346.
    • (2009) Angew. Chem., Int. Ed , vol.48 , pp. 9346
    • Brand, J.P.1    Charpentier, J.2    Waser, J.3
  • 28
    • 0000376061 scopus 로고    scopus 로고
    • sp2-H activation would be involved, primary KIE should have been observed: Gretz, E.; Oliver, T. F.; Sen, A. J. Am. Chem. Soc. 1987, 109, 8109.
    • sp2-H activation would be involved, primary KIE should have been observed: Gretz, E.; Oliver, T. F.; Sen, A. J. Am. Chem. Soc. 1987, 109, 8109.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.