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Volumn 11, Issue 18, 2009, Pages 4156-4159

Nickel-catalyzed direct alkynylation of azoles with alkynyl bromides

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EID: 70349101310     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901684h     Document Type: Article
Times cited : (175)

References (39)
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    • de Meijere, A., Diederich, F., Eds.; Wiley-VCH: Weinheim, Germany
    • (a) Metal-Catalyzed Cross-Coupling Reactions, 2nd ed.; de Meijere, A., Diederich, F., Eds.; Wiley-VCH: Weinheim, Germany, 2004.
    • (2004) Metal-catalyzed Cross-coupling Reactions, 2nd Ed.
  • 10
    • 4344692348 scopus 로고    scopus 로고
    • Cross-coupling reactions
    • Miyaura, N., Ed. Springer: Berlin, Germany
    • (c) Cross-Coupling Reactions; Miyaura, N., Ed. Topics in Current Chemistry; Springer: Berlin, Germany, 2002; No.219.
    • (2002) Topics in Current Chemistry , Issue.219
  • 14
    • 58149147151 scopus 로고    scopus 로고
    • Moran also reported the palladium-catalyzed direct alkynylation of N-phenyl sydnone with, (bromoethynyl)benzene albeit with a low yield (34%)
    • (b) Gu, Y.; Wang, X.-m. Tetrahedron Lett. 2009, 50, 763. Moran also reported the palladium-catalyzed direct alkynylation of N-phenyl sydnone with, (bromoethynyl)benzene albeit with a low yield (34%).
    • (2009) Tetrahedron Lett. , vol.50 , Issue.763
    • Gu, Y.1    Wang, X.-M.2
  • 27
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    • Only one precedent, to the best of our knowledge: see ref 4a
    • Only one precedent, to the best of our knowledge: see ref 4a.
  • 28
    • 0001568295 scopus 로고    scopus 로고
    • A similar effect of CuI was observed in the palladium-catalyzed direct arylation of azoles
    • A similar effect of CuI was observed in the palladium-catalyzed direct arylation of azoles: Pivsa-Art, S.; Satoh, T.; Kawamura, Y.; Miura, M.; Nomura, M. Bull. Chem. Soc. Jpn. 1998, 71, 467.
    • (1998) Bull. Chem. Soc. Jpn. , vol.71 , pp. 467
    • Pivsa-Art, S.1    Satoh, T.2    Kawamura, Y.3    Miura, M.4    Nomura, M.5
  • 29
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    • Deprotonation of heteroarenes with LiO-t-Bu: (a)
    • Deprotonation of heteroarenes with LiO-t-Bu: (a) Do, H.-Q.; Khan, M. R. K.; Daugulis, O J. Am. Chem. Soc. 2008, 130, 15185.
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 15185
    • Do, H.-Q.1    Khan, M.R.K.2    Daugulis, O.3
  • 39
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    • Nevertheless, our preliminary investigation indicated that 19% GC yield of 7 was detected only in the presence of a catalytic amount of CuI although the formation of diyne side product predominantly occurred (Scheme 1, eq 1). Further efforts for the clarification of the role of CuI are ongoing
    • Nevertheless, our preliminary investigation indicated that 19% GC yield of 7 was detected only in the presence of a catalytic amount of CuI although the formation of diyne side product predominantly occurred (Scheme 1, eq 1). Further efforts for the clarification of the role of CuI are ongoing.


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