Bulletin of the Korean Chemical Society

  • 제35권1호
  • /
  • Pages.280-282
  • /
  • 2014
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지
DOI QR코드

DOI QR Code

A Study on the Selectivity of Arylzinc Reagents in Cross-coupling Reactions with Chemically Equivalent and Pseudo-equivalent Dibromopyridines

  • 투고 : 2013.08.28
  • 심사 : 2013.10.05
  • 발행 : 2014.01.20
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

키워드

참고문헌

  1. (a) Carey, J. S.; Laffan, D.; Thomson, C.; Wiliams, M. T. Org. Biomol. Chem. 2006, 4, 2337. https://doi.org/10.1039/b602413k
  2. (b) Bagley, M. C.; Glover, C.; Merritt, E. A. Synlett 2007, 2459.
  3. (c) Fang, A. G.; Mello, J. V.; Finney, N. S. Org. Lett. 2003, 5, 967. https://doi.org/10.1021/ol0272287
  4. (d) Wu, X.; Ohrngren, P.; Joshi, A. A.; Trejos, A.; Persson, M.; Arvela, R.; Wallberg, H.; Vrang, L.; Rosenquist, A.; Samuelsson, B. B.; Unge, J.; Larhed, M. J. Med. Chem. 2012, 55, 2724. https://doi.org/10.1021/jm201620t
  5. Li, J. J.; Gribble, G. W. Palladium in Heterocyclic Chemistry, 2nd Ed. Elsevier, 2007.
  6. (a) Wang, J.-R.; Manabe, K. SYNTHESIS 2009, 9, 1405.
  7. (b) Schroter, S.; Stock, C.; Bach, T. Tetrahedron 2005, 61, 2245. https://doi.org/10.1016/j.tet.2004.11.074
  8. (c) Fairlamb, I. J. S. Chem. Soc. Rev. 2007, 36, 1036. https://doi.org/10.1039/b611177g
  9. (d) Chelucci, G. Chem. Rev. 2012, 112, 1344. https://doi.org/10.1021/cr200165q
  10. (a) Quallich, G. J.; Fox, D. E.; Friedman, R. C.; Murtiashaw, C. W. J. Org. Chem. 1992, 57, 761. https://doi.org/10.1021/jo00028a070
  11. (b) Sicre, C.; Alomso-Gomez, J.-L.; Cid, M. M. Tetrahedron 2006, 62, 11063. https://doi.org/10.1016/j.tet.2006.09.040
  12. (c) Yang, W.; Wang, Y.; Corte, J. R. Org. Lett. 2003, 5, 3131. https://doi.org/10.1021/ol035188g
  13. (d) Loren, J. C.; Siegel, J. S. Angew. Chem. Int. Ed. 2001, 40, 754. https://doi.org/10.1002/1521-3773(20010216)40:4<754::AID-ANIE7540>3.0.CO;2-T
  14. (e) Dana, B. H.; Robinson, B. H.; Simpson, J. J. Organometallic Chem. 2002, 648, 251. https://doi.org/10.1016/S0022-328X(01)01426-7
  15. (f) Bonnet, V.; Mongin, F.; Trecourt, F.; Queguiner, G.; Knochel, P. Tetrahedron 2002, 58, 4429. https://doi.org/10.1016/S0040-4020(02)00411-8
  16. (g) Louerat, F.; Gros, P. C. Tetrahedron Lett. 2010, 51, 3558. https://doi.org/10.1016/j.tetlet.2010.04.133
  17. (h) Bonnet, V.; Mongin, F.; Trecourt, F.; Queguiner, G.; Knochel, P. Tetrahedron Lett. 2001, 42, 5717. https://doi.org/10.1016/S0040-4039(01)01103-0
  18. (i) Majumdar, K. C.; Mondal, S. Tetrahedron Lett. 2007, 48, 6951. https://doi.org/10.1016/j.tetlet.2007.07.170
  19. (j) Fang, Y.-Q.; Hanan, G. S. Synlett 2003, 852.
  20. (k) Simkovsky, N. M.; Ermann, M.; Robert, S. M.; Parry, D. M.; Baxter, A. D. J. Chem. Soc., Perkin Trans. 1 2002, 1847.
  21. (a) Dumouchel, S.; Mongin, F.; Trecourt, F.; Queguiner, G. Tetrahedron Lett. 2003, 44, 3877. https://doi.org/10.1016/S0040-4039(03)00786-X
  22. (b) Ernst, A.; Gobbi, L.; Vasella, A. Tetrahedron Lett. 1996, 37, 7959. https://doi.org/10.1016/0040-4039(96)01838-2
  23. (c) Schwab, P. F. H.; Fleischer, F.; Michl, J. J. Org. Chem. 2002, 67, 443. https://doi.org/10.1021/jo010707j
  24. (a) Kim, S. H.; Rieke, R. D. Tetrahedron 2010, 66, 3135. https://doi.org/10.1016/j.tet.2010.02.061
  25. (b) Jung, H. S.; Cho, H. H.; Kim, S. H. Tetrahedron Lett. 2013, 54, 960. https://doi.org/10.1016/j.tetlet.2012.12.024

피인용 문헌

  1. Coupling Reactions of Zinc Amide Enolates with Nitriles: Preparation of β-Keto and β-Amino Amides vol.36, pp.10, 2015, https://doi.org/10.1002/bkcs.10489
  2. Adamantylzinc Bromides: Direct Preparation and Application to Cross-Coupling Reaction vol.36, pp.11, 2015, https://doi.org/10.1002/bkcs.10537
  3. A Versatile Organozinc Approach to the Synthesis of Potential Organic Functional Building Blocks: 5-Substituted 3-Bromo-2-Methylthiophene Derivatives vol.36, pp.4, 2015, https://doi.org/10.1002/bkcs.10217
  4. ChemInform Abstract: A Study on the Selectivity of Arylzinc Reagents in Cross‐Coupling Reactions with Chemically Equivalent and Pseudo‐Equivalent Dibromopyridines. vol.45, pp.20, 2014, https://doi.org/10.1002/chin.201420143
  5. A novel coordination mode of κ1-N-Br-pyridylbenz-(imida, oxa or othia)-zole to Pt(ii): synthesis, characterization, electrochemical and structural analysis vol.9, pp.25, 2014, https://doi.org/10.1039/c9ra01856e
  6. Recent Progress in Utilization of Functionalized Organometallic Reagents in Cross Coupling Reactions and Nucleophilic Additions vol.52, pp.24, 2014, https://doi.org/10.1055/s-0040-1706550