Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Facile One-Pot Synthesis of 1-Amidoalkyl-2-Naphthols by RuCl2(PPh3)3-Catalyzed Multi-Component Reactions

  • Zhu, Xiaoyan (School of Chemical Engineering, Yeungnam University) ;
  • Lee, Yong-Rok (School of Chemical Engineering, Yeungnam University) ;
  • Kim, Sung-Hong (Analysis Research Division, Daegu Center, Korea Basic Science Institute)
  • Received : 2012.05.05
  • Accepted : 2012.05.19
  • Published : 2012.08.20
Download PDF
⟨ Previous Next ⟩

Abstract

Keywords

References

  1. Dingermann, T.; Steinhilber, D.; Folkers, G. In Molecular Biology in Medicinal Chemistry; Wiley-VCH: Weinheim, 2004.
  2. Juaristi, E. In Enantioselective Synthesis of ${\beta}$-Amino Acids; John Wiley & Sons: New York, 1997.
  3. Knapp, S. Chem. Rev. 1995, 95, 1859. https://doi.org/10.1021/cr00038a006
  4. Wang, Y. F.; Izawa, T.; Kobayashi, S.; Ohno, M. J. Am. Chem. Soc. 1982, 104, 6465. https://doi.org/10.1021/ja00387a060
  5. Schen, A. Y.; Tsai, C. T.; Chen, C. I. Eur. J. Med. Chem. 1999, 34, 877. https://doi.org/10.1016/S0223-5234(99)00204-4
  6. Grundke, M.; Himmel, H. M.; Wettwer, E.; Borbe, H. O.; Ravens, U. J. Cardiovase. Pharmacol. 1991, 18, 918. https://doi.org/10.1097/00005344-199112000-00020
  7. Atwal, K. S.; Reilly, B. C. O.; Ruby, E. P.; Turk, C. F.; Aberg, G.; Asaad, M. M.; Bergey, J. L.; Moreland, S.; Powell, J. R. J. Med. Chem. 1987, 30, 627. https://doi.org/10.1021/jm00387a008
  8. Jum, K. F.; Matthews, W. D. J. Pharmacol. Exp. Ther. 1985, 234, 161.
  9. Khodaei, M. M.; Khosropour, A. R.; Moghanian, H. Synlett 2006, 916.
  10. Srihari, G.; Nagaraju, M.; Murthy, M. M. Helv. Chim. Acta 2007, 90, 1497. https://doi.org/10.1002/hlca.200790156
  11. Patil, S. B.; Singh, P. R.; Surpur, M. P.; Samant, S. D. Ultrason. Sonochem. 2007, 14, 515. https://doi.org/10.1016/j.ultsonch.2006.09.006
  12. Shaterian, H. R.; Yarahmadi, H.; Ghashang, M. Bioorg. Med. Chem. Lett. 2008, 18, 788. https://doi.org/10.1016/j.bmcl.2007.11.035
  13. Shaterian, H. R.; Amirzadeh, A.; Khorami, F.; Ghashang, M. Synth. Commun. 2008, 38, 2983. https://doi.org/10.1080/00397910802006396
  14. Selvam, N. P.; Perumal, P. T. Tetrahedron Lett. 2006, 47, 7481. https://doi.org/10.1016/j.tetlet.2006.08.038
  15. Hajipour, A. R.; Ghayeb, Y.; Sheikhan, N.; Ruoho, A. E. Tetrahedron Lett. 2009, 50, 5649. https://doi.org/10.1016/j.tetlet.2009.07.116
  16. Hamid Reza, S.; Fahimeh, K.; Azita, A.; Majid, G. Chin. J. Chem. 2009, 27, 815. https://doi.org/10.1002/cjoc.200990136
  17. Das, B.; Kumar, D. N.; Laxminarayana, K.; Ravikanth, B. Helv. Chim. Acta 2007, 90, 1330. https://doi.org/10.1002/hlca.200790134
  18. Shaterian, H. R.; Yarahmadi, H. Tetrahedron Lett. 2008, 49, 1297. https://doi.org/10.1016/j.tetlet.2007.12.093
  19. Tamaddon, F.; Tavakoli, F. J. Mol. Catal. A-Chem. 2011, 337, 52. https://doi.org/10.1016/j.molcata.2011.01.013
  20. Kumar, A.; Rao, M. S. Ahmad, I.; Bharti, K. Canadian J. Chem. 2009, 87, 714. https://doi.org/10.1139/V09-049
  21. Su, W. K.; Tang, W. Y.; Li, J. J. J. Chem. Res. 2008, 123.
  22. Wang, M.; Liang, Y.; Zhang, T. T.; Gao, J. J. Chin. Chem. Lett. 2012, 23, 65. https://doi.org/10.1016/j.cclet.2011.10.008
  23. Hong, M.; Cai, C.; Yi, W. B. Chin. Chem. Lett. 2011, 22, 322. https://doi.org/10.1016/j.cclet.2010.10.046
  24. Nagarapu, L.; Baseeruddin, M.; Apuri, S.; Kantevari, S. Catal. Commun. 2007, 8, 1729. https://doi.org/10.1016/j.catcom.2007.02.008
  25. Samantaray, S.; Hota, G.; Mishra, B. G. Catal. Commun. 2011, 12, 1255. https://doi.org/10.1016/j.catcom.2011.04.014
  26. Nandi, G. C.; Samai, S.; Kumar, R.; Singh, M. S. Tetrahedron Lett. 2009, 50, 7220. https://doi.org/10.1016/j.tetlet.2009.10.055
  27. Kantevari, S.; Vuppalapati, S. V. N.; Nagarapu, L. Catal. Commun. 2007, 8, 1857. https://doi.org/10.1016/j.catcom.2007.02.022
  28. Zhang, Z.-P.; Wen, J.-M.; Li, J.-H.; Hu, W.-X. J. Chem. Res. 2009, 162.
  29. Li, W.-F.; Xie, X.-M.; Tao, X.-M.; Ma, X.; Fan, W.-Z.; Li, X.- M.; Zhang, Z.-G. RSC Advances 2012, 2, 3214. https://doi.org/10.1039/c2ra20114c
  30. Terashima, T.; Ouchi, M.; Ando, T.; Kamigaito, M.; Sawamoto, M. Macromolecules 2007, 40, 3581. https://doi.org/10.1021/ma062446r
  31. Paris, S. I. M.; Lemke, F. R. Inorg. Chem. Commun. 2005, 8, 425. https://doi.org/10.1016/j.inoche.2005.02.003
  32. Cho, C. S.; Kim, B. T.; Kim, H.-S.; Kim, T.-J.; Shim, S. C. Organometallics 2003, 22, 3608. https://doi.org/10.1021/om030307h
  33. Srivastava, V. K.; Shukla, R. S.; Bajaj, H. C.; Jasra, R. V. J. Mol. Catal. A-Chem. 2003, 202, 65. https://doi.org/10.1016/S1381-1169(03)00207-3
  34. Graban, E.; Lemke, F. R. Organometallics 2002, 21, 3823. https://doi.org/10.1021/om020271d
  35. Bäckvall, J.-E. J. Org. Chem. 2002, 652, 105. https://doi.org/10.1016/S0022-328X(02)01316-5
  36. Cho, C. S.; Kim, B. T.; Kim, T.-J.; Shim, S. C. J. Org. Chem. 2001, 66, 9020. https://doi.org/10.1021/jo0108459
  37. Wang, M.; Liang, Y. Monatsh. Chem. 2011, 142, 153. https://doi.org/10.1007/s00706-010-0429-7
  38. Rani, V. J.; Suresh, M.; Lavanya, P.; Vani, K. V.; Nagarjuna, B.; Rao, C. V. Der Pharma Chemica 2010, 2, 224.

Cited by

  1. -Catalyzed Facile One-Pot Synthesis of 1,2-Dihydro-1-arylnaphtho[1,2-e][1,3]oxazine-3-ones and 1,2-Dihydro-1-arylnaphtho[1,2-e][1,3]oxazine-3-thiones vol.33, pp.11, 2012, https://doi.org/10.5012/bkcs.2012.33.11.3831
  2. Zirconocene dichloride catalyzed multi-component synthesis of 1-amidoalkyl-2-naphthols at ambient temperature vol.42, pp.3, 2016, https://doi.org/10.1007/s11164-015-2136-9
  3. A novel copper complex supported on magnetic reduced graphene oxide: an efficient and green nanocatalyst for the synthesis of 1-amidoalkyl-2-naphthol derivatives vol.20, pp.2, 2018, https://doi.org/10.1007/s11051-017-4107-0
  4. p-TSA@nano SiO2 as a New and Efficient Nanocatalyst for the One-Pot Multi-component Synthesis of Some Novel 1-Amidoalkyl-2-Naphthols Under Solvent-Free Conditions pp.2250-1762, 2018, https://doi.org/10.1007/s40010-018-0531-5