DOI QR코드

DOI QR Code

NiSO4·7H2O: Dihydropyrimidin-2(1H)-ones의 One-pot합성을 위한 효과적이고 환경친화적인 촉매

NiSO4·7H2O: An Efficient and Eco-friendly Catalyst for the One-pot Synthesis of Dihydropyrimidin-2(1H)-ones

  • Hekmatshoar, R. ;
  • Heidari, M. ;
  • Heravi, M.M. ;
  • Baghernejad, B.
  • 발행 : 2009.02.20

초록

키워드

Dihydropyrimidinones;$NiSO_{4}$-7$H_{2}O$;비지넬리 반응;3개의 반응요소

참고문헌

  1. Kappe, C.O. Tetrahedron. 1993, 49, 6937 https://doi.org/10.1016/S0040-4020(01)87971-0
  2. Rovnyak, G.C.; Kimball, S.D.; Beyer, B.; Cucinotta, G.; DiMarco, J. D.; Gougoutas, J.; Hedberg, A.; Mally, M.; McCarthy, J. P.; Zhang, R.; Moreland, S. J. Med. Chem. 1995, 38, 119 https://doi.org/10.1021/jm00001a017
  3. Atwal, K. S.; Rovnyak, G. C.; Kimball, S. D.; Floyd, D.M.; Moreland, S.; Swanson, B. N.; Gougoutas, J. Z.; Schwartz, J.; Smillie, K. M.; Malley, M. F. J. Med. Chem. 1990, 33, 2629 https://doi.org/10.1021/jm00171a044
  4. Cho, H.; Ueda, M.; Shima, K.; Mizuno, A.; Hayashimatsu, M.; Ohnaka, Y.; Takeuchi, Y.; Hamaguchi, M.; Aisaka, K.; Hidaka, T.; Kawai, M.; Takeda, M.;Ishihara, T.; Funahashi, K.; Satah, F.; Morita, M.; Noguchi, T. J. Med. Chem. 1989, 32, 2399 https://doi.org/10.1021/jm00130a029
  5. Folkers,K.; Harwood, H. J.; Johnson, T.B. J. Am. Chem. Soc. 1932, 54, 3751 https://doi.org/10.1021/ja01348a040
  6. Patil, A.D.; Kumar, N.V.; Kokke, W.C.; Bean, M.F.; Freyer, A.J.; De Brosse, C.; Mai, S.; Truneh, A.; Faulkner, D. J.; Carte, B.; Breen, A. L.; Hertzberg, R.P.; Johnson, R.K.; Westley, J.W.; Potts, B.C. J. Org. Chem. 1995, 60, 1182 https://doi.org/10.1021/jo00110a021
  7. Snider, B.B.; Chen, J.; Patil, A.D.; Freyer, A.Tetrahedron. Lett. 1996, 37, 6977 https://doi.org/10.1016/0040-4039(96)01575-4
  8. Rama Rao, A.V.; Gujar, M.; Vasudevan, J. J. Chem. Soc. Chem. Commun. 1995, 1369
  9. Biginelli,P. Gazz. Chim. Ital. 1893, 23, 360
  10. Folkers, K.; Johnson, T. B. J. Am. Chem. Soc. 1934, 1180
  11. Atwal, K.S.; O'Reilly, B.C.; Gougoutas, J. Z.; Malley, M. F. Heterocycles. 1987, 26, 1189 https://doi.org/10.3987/R-1987-05-1189
  12. Atwal, K.S.; Rovnyak, G. C.; O'Reilly, B. C.; Schwartz, J. J. Org. Chem. 1985, 54, 5898
  13. Reddy, Ch. V.; Mahesh, M.; Raju, P. V. K.; Babu, T. R.; Reddy, V. V. N. Tetrahedron. Lett. 2002, 43, 2657 https://doi.org/10.1016/S0040-4039(02)00280-0
  14. Fu, N.-Y.; Yuan, Y.-F.; Cao, Z.; Wang, S.-W.; Wang, J.-T.; Peppe, C. Tetrahedron. 2002, 58, 4801 https://doi.org/10.1016/S0040-4020(02)00455-6
  15. Paraskar, A.S.; Dewkar, G. K.; Sudalai, A. Tetrahedron. Lett. 2003, 44, 3305 https://doi.org/10.1016/S0040-4039(03)00619-1
  16. Salehi, P.; Dabiri, M.; Zolfigol, M. A.; Bodaghifard, M. A. Tetrahedron. Lett. 2003, 44, 2889 https://doi.org/10.1016/S0040-4039(03)00436-2
  17. Lu, J.; Bai, Y. Synthesis. 2002, 466
  18. Ghosh, R.; Maiti, S.; Chakraborty, A. J. Mol. Catal. A Chem. 2004, 217, 47 https://doi.org/10.1016/j.molcata.2004.02.025
  19. Bose, D.S.; Fatima, L.; Mereyala, H. B. J. Org. Chem. 2003, 68, 587 https://doi.org/10.1021/jo0205199
  20. Peng, J.; Deng, Y. Tetrahedron. Lett. 2001, 42, 5917
  21. Ma, Y.; Qian, C.; Wang, L.; Yang, M. J. Org. Chem. 2000, 65, 3864 https://doi.org/10.1021/jo9919052
  22. Bigi, F.; Carloni, S.; Frullanti, B.; Maggi, R.; Sartori, G. Tetrahedron. Lett. 1999, 40, 3465 https://doi.org/10.1016/S0040-4039(99)00424-4
  23. Reddy, K.R.; Reddy, Ch.V.; Mahesh, M.; Raju, P.V. K.; Reddy, V.V. N. Tetrahedron. Lett. 2003, 44, 8173 https://doi.org/10.1016/j.tetlet.2003.09.030
  24. Donadoni, A.; Massi, A. Tetrahedron. Lett. 2001, 42, 7975 https://doi.org/10.1016/S0040-4039(01)01728-2
  25. Yadav, J.S.; Reddy, B.V. S.; Reddy, E. J.; Ramalingam, T. J. Chem. Res. (S) 2000, 354
  26. Kappe, C.O.; Kumar, D.; Varma, R. S. Synthesis. 1999, 1799
  27. Stefani, H.A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165 https://doi.org/10.1080/00397910008087395
  28. Choudhary, V.R.; Tillu, V.H.; Nasrkhede, V. S.; Borate, H.B.; Wakharkar, R.D. Catal. Commun. 2003, 4, 449 https://doi.org/10.1016/S1566-7367(03)00111-0
  29. Mirza-Aghayan, M.; Bolourtchian, M.; Hosseini, M. Synth. Commun. 2004, 34, 3335 https://doi.org/10.1081/SCC-200030577
  30. Yadav, J. S.; Reddy, B.V.S.; Reddy, K.B.; Raj, K.S.; Prasad, A.R. J. Chem. Soc. Perkin Trans. 1. 2001, 1939
  31. Li, J.-T.; Han, J.-F.; Yang, J.-H.; Li, T.-S. Ultrason. Sonochem. 2003, 10, 119 https://doi.org/10.1016/S1350-4177(03)00092-0
  32. Amirnasr, M.; Gorji, A. Thermochimica Acta. 2000, 354, 31 https://doi.org/10.1016/S0040-6031(00)00424-X
  33. Bamoharram, F. F.; Heravi, M. M.; Roshani, M. J. Chin. Chem. Soc. 2007, 54, 1017 https://doi.org/10.1002/jccs.200700146
  34. J. Chin. Chem. Soc. 2007, 54, 579 https://doi.org/10.1002/jccs.200700083
  35. Heravi, M. M.; Oskooie, H. A.; Baghernejad. B. J. Chin. Chem. Soc. 2007, 54, 767 https://doi.org/10.1002/jccs.200700110
  36. Bamoharram, F. F.; Heravi, M. M.; Roshani, M.; Gharib, A.; Jahangir, M. Appl. Cata. 2006, 302, 42 https://doi.org/10.1016/j.apcata.2005.12.021
  37. Heravi, M. M.; Hekmatshoar, R.; Pedram, L. J. Mol. Catal. A: Chem. 2005, 89, 231
  38. Tajbakhsh, M.; Mohajerani, B.; Heravi, M. M.; Ahmadi, A. N. J. Mol. Catal. A: Chem. 2005, 236, 216 https://doi.org/10.1016/j.molcata.2005.04.033
  39. Heravi, M. M.; Bakhtiari, K.; Bamoharram, F. F. Catal. Commun. 2006, 7, 373 https://doi.org/10.1016/j.catcom.2005.12.007
  40. Bamoharram, F. F.; Heravi, M. M.; Roshani, M.; Tavakoli, N. J. Mol. Catal. A: Chem. 2006, 252, 219 https://doi.org/10.1016/j.molcata.2006.02.059
  41. Heravi, M. M.; Motamedi, R.; Siefi, N.; Bamoharram, F. F. J. Mol. Catal. A: Chem. 2006, 249, 1 https://doi.org/10.1016/j.molcata.2005.12.025
  42. Hekmatshoar, R.; Majedi, S.; Bakhtiari, K. Catal. Commun. 2008, 9, 307 https://doi.org/10.1016/j.catcom.2007.06.016
  43. Shaabani, A.; Bazigar, A.; Teimouri, F. Tetrahedron. Lett. 2003, 44, 857 https://doi.org/10.1016/S0040-4039(02)02612-6
  44. Hu, E. H.; Sidler, D.R.; Dolling, U.-H. J. Org. Chem. 1998, 63, 3454 https://doi.org/10.1021/jo970846u
  45. Zhang, T. J.; Li, T. Synth. Commun. 2002, 32, 1847 https://doi.org/10.1081/SCC-120004068
  46. Wang, L.; Qian, G.; Tian, H.; Ma, Y. Synth. Commun. 2003, 33, 1459 https://doi.org/10.1081/SCC-120018755
  47. Rani, R.V.; Srinivas, N.; Kishan, M.R.; Kulkarni, S. J.; Raghavan, K.V. Green. Chem. 2001, 3, 305 https://doi.org/10.1039/b107612b
  48. Kappe, C.O. J. Org. Chem. 1997, 62, 7201 https://doi.org/10.1021/jo971010u
  49. Heravi, M. M.; Derikvand, F.; Bamoharram, F. J. Mol. Catal. A: Chem. 2005, 242, 173 https://doi.org/10.1016/j.molcata.2005.08.009
  50. Lu, J.; Bai, Y.; Wang, Z.; Yang, B.; Ma, H. Tetrahedron. Lett. 2000, 41, 9075 https://doi.org/10.1016/S0040-4039(00)01645-2

피인용 문헌

  1. Synthesis, characterization, catalytic and antimicrobial studies of ruthenium(III) complexes vol.8, pp.4, 2010, https://doi.org/10.2478/s11532-010-0045-8
  2. A New Type of Magnetically-Recoverable Heteropolyacid Nanocatalyst Supported on Zirconia-Encapsulated Fe3O4 Nanoparticles as a Stable and Strong Solid Acid for Multicomponent Reactions vol.147, pp.6, 2017, https://doi.org/10.1007/s10562-017-2015-7
  3. A Green Recyclable Poly(4-vinylpyridine)-Supported Copper Iodide Nanoparticles Catalyst for the Multicomponent Synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones vol.57, pp.2, 2013, https://doi.org/10.5012/jkcs.2013.57.2.169
  4. A unique opportunity for the utilization of glass wastes as a resource for catalytic applications: toward a cleaner environment vol.6, pp.115, 2016, https://doi.org/10.1039/C6RA22791K
  5. Recent progress in asymmetric Biginelli reaction vol.17, pp.2, 2013, https://doi.org/10.1007/s11030-013-9439-9
  6. Zirconia Sulfuric Acid: An Efficient Heterogeneous Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidinones Under Solvent-Free Conditions vol.146, pp.6, 2016, https://doi.org/10.1007/s10562-016-1723-8