Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Synthesis of Poly-Substituted Phenolds from Baylis-Hillman Adducts and 1,3-Dinitroalkanes

  • Park, Da-Yeon (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Lee, Ka-Young (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Gowrisankar, Saravanan (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Jaenyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
  • Published : 2008.03.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Lee, M. J.; Lee, K. Y.; Gowrisankar, S.; Kim, J. N. Tetrahedron Lett. 2006, 47, 1355 https://doi.org/10.1016/j.tetlet.2005.12.032
  2. Park, D. Y.; Gowrisankar, S.; Kim, J. N. Tetrahedron Lett. 2006, 47, 6641 https://doi.org/10.1016/j.tetlet.2006.06.180
  3. Park, D. Y.; Kim, S. J.; Kim, T. H.; Kim, J. N. Tetrahedron Lett. 2006, 47, 6315 https://doi.org/10.1016/j.tetlet.2006.06.147
  4. Kim, S. C.; Lee, H. S.; Lee, Y. J.; Kim, J. N. Tetrahedron Lett. 2006, 47, 5681 https://doi.org/10.1016/j.tetlet.2006.06.031
  5. Lee, K. Y.; Kim, S. C.; Kim, J. N. Tetrahedron Lett. 2006, 47, 977 https://doi.org/10.1016/j.tetlet.2005.11.142
  6. Park, D. Y.; Lee, M. J.; Kim, T. H.; Kim, J. N. Tetrahedron Lett. 2005, 46, 8799 https://doi.org/10.1016/j.tetlet.2005.10.034
  7. Park, D. Y.; Lee, K. Y.; Kim, J. N. Tetrahedron Lett. 2007, 48, 1633 https://doi.org/10.1016/j.tetlet.2006.12.146
  8. Ballini, R.; Bosica, G.; Fiorini, D.; Palmieri, A. Synthesis 2004, 1938
  9. Ballini, R.; Barboni, L.; Bosica, G. J. Org. Chem. 2000, 65, 6261 https://doi.org/10.1021/jo0006324
  10. Bi, X.; Dong, D.; Liu, Q.; Pan, W.; Zhao, L.; Li, B. J. Am. Chem. Soc. 2005, 127, 4578 https://doi.org/10.1021/ja043023c
  11. Ballini, R.; Barboni, L.; Femoni, C.; Giarlo, G.; Palmieri, A. Tetrahedron Lett. 2006, 47, 2295 https://doi.org/10.1016/j.tetlet.2006.02.027
  12. Ballini, R.; Barboni, L.; Fiorini, D.; Giarlo, G.; Palmieri, A. Chem. Commun. 2005, 2633
  13. Ballini, R.; Barboni, L.; Giarlo, G.; Palmieri, A. Synlett 2006, 1956
  14. Ballini, R.; Barboni, L.; Fiorini, D.; Palmieri, A.; Petrini, M. ARKIVOC 2006, vi, 127
  15. Ballini, R.; Bosica, G.; Fiorini, D.; Palmieri, A.; Petrini, M. Chem. Rev. 2005, 105, 933 https://doi.org/10.1021/cr040602r
  16. Lee, M. J.; Lee, K. Y.; Park, D. Y.; Kim, J. N. Tetrahedron 2006, 62, 3128 https://doi.org/10.1016/j.tet.2006.01.028
  17. Lee, K. Y.; Seo, J.; Kim, J. N. Tetrahedron Lett. 2006, 47, 3913 https://doi.org/10.1016/j.tetlet.2006.03.167
  18. Lee, H. S.; Kim, S. J.; Kim, J. N. Bull. Korean Chem. Soc. 2006, 27, 1063 https://doi.org/10.5012/bkcs.2006.27.7.1063
  19. Lee, K. Y.; Lee, Y. J.; Kim, J. N. Bull. Korean Chem. Soc. 2007, 28, 143 https://doi.org/10.5012/bkcs.2007.28.1.143
  20. Kim, J. N.; Kim, J. M.; Lee, K. Y.; Gowrisankar, S. Bull. Korean Chem. Soc. 2004, 25, 1733 https://doi.org/10.5012/bkcs.2004.25.11.1733
  21. Lee, K. Y.; Gowrisankar, S.; Kim, J. N. Bull. Korean Chem. Soc. 2005, 26, 1481 https://doi.org/10.5012/bkcs.2005.26.10.1481
  22. Langer, P.; Bose, G. Angew. Chem. Int. Ed. 2003, 42, 4033 https://doi.org/10.1002/anie.200351263
  23. McCulloch, A. W.; McInnes, A. G. Can. J. Chem. 1974, 52, 143 https://doi.org/10.1139/v74-022
  24. Serra, S.; Fuganti, C.; Moro, A. J. Org. Chem. 2001, 66, 7883 https://doi.org/10.1021/jo010552f
  25. Nakaike, Y.; Kamijo, Y.; Mori, S.; Tamura, M.; Nishiwaki, N.; Ariga, M. J. Org. Chem. 2005, 70, 10169 https://doi.org/10.1021/jo0516990
  26. Davies, I. W.; Marcoux, J.-F.; Taylor, J. D. O.; Dormer, P. G.; Deeth, R. J.; Marcotte, F.-A.; Hughes, D. L.; Reider, P. J. Org. Lett. 2002, 4, 439 https://doi.org/10.1021/ol017149f
  27. Kanamori, D.; Okamura, T-a.; Yamamoto, H.; Ueyama, N. Angew. Chem. Int. Ed. 2005, 44, 969 https://doi.org/10.1002/anie.200461842
  28. Chung, K. H.; Moon, B. C.; Lim, C. H.; Kim, J. P.; Lee, J. H.; Chi, D. Y. Bull. Korean Chem. Soc. 2006, 27, 1203 https://doi.org/10.5012/bkcs.2006.27.8.1203
  29. Hori, Y.; Nagano, Y.; Matunaga, M.; Fujii, H.; Taniguchi, H. Chem. Express 1988, 3, 567
  30. Pal, M.; Swamy, N. K.; Hameed, P. S.; Padakanti, S.; Yeleswarapu, K. R. Tetrahedron 2004, 60, 3987 https://doi.org/10.1016/j.tet.2004.03.036
  31. Kim, S. C.; Lee, K. Y.; Lee, H. S.; Kim, J. N. Tetrahedron 2008, 64, 103 https://doi.org/10.1016/j.tet.2007.10.068
  32. Lee, H. S.; Kim, J. M.; Kim, J. N. Tetrahedron Lett. 2007, 48, 4119 https://doi.org/10.1016/j.tetlet.2007.04.022
  33. Nishioka, H.; Ohmori, Y.; Iba, Y.; Tsuda, E.; Harayama, T. Heterocycles 2004, 64, 193 https://doi.org/10.3987/COM-04-S(P)11

Cited by

  1. Base-Mediated Aerobic Oxidation of Hagemann's Ester: Competitive Hydroxylation at C-1 and C-3 Positions vol.32, pp.5, 2011, https://doi.org/10.5012/bkcs.2011.32.5.1725
  2. 1,3-Dinitro Alkanes: An Emerging Class of Bidentate Compounds vol.2014, pp.9, 2013, https://doi.org/10.1002/ejoc.201301531
  3. DABCO-promoted one-pot synthesis of heteroaryl-substituted benzenes and their biological evaluation vol.23, pp.5, 2014, https://doi.org/10.1007/s00044-013-0857-0
  4. Enantioselective desymmetrization of prochiral 1,3-dinitropropanes via organocatalytic allylic alkylation vol.50, pp.1, 2014, https://doi.org/10.1039/C3CC47645F
  5. -Terphenyls via [3 + 3] Annulation of Nitroallylic Acetates with Alkylidenemalononitriles vol.79, pp.16, 2014, https://doi.org/10.1021/jo501193h
  6. The Nitro to Carbonyl Conversion (Nef Reaction): New Perspectives for a Classical Transformation vol.357, pp.11, 2015, https://doi.org/10.1002/adsc.201500008
  7. Synthesis of 1,3,4-Trisubstituted Benzenes from Morita-Baylis-Hillman Adducts of α-Bromocinnamaldehyde via [5+1] Annulation Strategy vol.36, pp.12, 2015, https://doi.org/10.1002/bkcs.10577
  8. ), Ring-Expansion by Palladium Rearrangement, and Aromatization vol.37, pp.2, 2016, https://doi.org/10.1002/bkcs.10636
  9. ChemInform Abstract: Synthesis of Poly-Substituted Phenols from Baylis-Hillman Adducts and 1,3-Dinitroalkanes. vol.39, pp.29, 2008, https://doi.org/10.1002/chin.200829091
  10. An Efficient Synthesis of Poly-Substituted Phenols and Pyridines from Morita-Baylis-Hillman Acetates and Diethyl Oxalacetate vol.34, pp.10, 2013, https://doi.org/10.5012/bkcs.2013.34.10.3027