Bulletin of the Korean Chemical Society

  • 제23권1호
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  • Pages.112-118
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  • 2002
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Tin-Free Three-Component Coupling Reaction of Aryl Halides, Norbornadiene (or Norbornene), and Alkynols Using a Palladium Catalyst

  • Choi, Cheol-Kyu (Institute of Photonics and Surface Treatment, Q-sys Co.) ;
  • Hong, Jin-Who (Department of Polymer Science and Engineering, Chosun University) ;
  • Tomita, Ikuyoshi (Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology) ;
  • Endo, Takeshi (Department of Polymer Science and Engineering Faculty of Engineering Yamagata University)
  • 발행 : 2002.01.20
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초록

Good-to-excellent yields of 2,3-Disubstituted norbornenes (or norbornanes) were obtained using a Pd/Cu catalyzed three-component ternary coupling reaction of aryl halides, norbornadiene (or norbornene), and alkynols in toluene at $100{\circ}C$ in the presence of 5.5 M NaOH as a base and benzyltriethylammonium chloride as a phase transfer catalyst. The results of experiments using various aromatic halides suggest that the ternary coupling reaction is promoted by bromide.

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참고문헌

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피인용 문헌

  1. ChemInform Abstract: Tin-Free Three-Component Coupling Reaction of Aryl Halides, Norbornadiene (or Norbornene), and Alkynols Using a Palladium Catalyst. vol.33, pp.28, 2010, https://doi.org/10.1002/chin.200228106
  2. Palladium-Catalyzed 1,2-Addition of Organic Halides and Terminal Alkynes to 7-Oxabenzonorbornadiene: An Efficient Route to Polyaromatic Hydrocarbons vol.2008, pp.3, 2008, https://doi.org/10.1002/ejoc.200700772
  3. Enantioselective Synthesis of Indanols from tert-Cyclobutanols Using a Rhodium-Catalyzed CC/CH Activation Sequence vol.121, pp.34, 2009, https://doi.org/10.1002/ange.200903189
  4. Enantioselective Synthesis of Indanols from tert-Cyclobutanols Using a Rhodium-Catalyzed CC/CH Activation Sequence vol.48, pp.34, 2009, https://doi.org/10.1002/anie.200903189
  5. Palladium-catalyzed three-component coupling reaction of organic halides, norbornadiene and terminal alkynes vol.691, pp.23, 2006, https://doi.org/10.1016/j.jorganchem.2006.08.058
  6. Insertions of Ketones and Nitriles into Organorhodium(I) Complexes and β-Hydrocarbyl Eliminations from Rhodium(I) Alkoxo and Iminyl Complexes vol.27, pp.18, 2002, https://doi.org/10.1021/om800378v