Al(HSO4)3 and Al2O3-SO 3H as efficient catalysts for modified preparation of 3,4-dihydropyrimidin-2 (1H)-ones/thiones

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 184, Issue 9, 2009, Pages 2333-2338

  Shaterian, Hamid Reza ^a   Hosseinian, Asghar ^a   Ghashang, Majid ^a   Khorami, Fahimeh ^a   Karimpoor, Neda ^a  

^a UNIVERSITY OF SISTAN AND BALUCHESTAN   (Iran)

Author keywords

3,4 dihydropyrimidin 2(1H) ones thiones; Alumina sulfuric acid; Aluminium hydrogen sulfate; Biginelli reaction

Indexed keywords

EID: 70449589101     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500802454144     Document Type: Article

References (24)

1. C. O. Kappe, Acc. Chem. Res., 33, 879 (2000).
2. K. S. Atwal, B. N. Swanson, S. E. Unger, D. M. Floyd, S. Moreland, A.Hedberg, and B. C. O'Reilly, J. Med. Chem., 34, 806 (1991).
3. C. O. Kappe, Eur. J. Med. Chem., 35, 1043 (2000).
4. S. J. Haggarty, T. U. Mayer, D. T. Miyamoto, R. Fathi, R. W. King, T. J. Mitchison, and S. L. Schreiber, Chem. Biol., 7, 275 (2000).
5. K. S. Atwal, G. C. Rovnyak, B. C. O'Reilly, and J. Schewartz, J. Org. Chem., 54, 5898 (1989).
6. H. A. Stefani, C. B. Oliveira, R. B. Almeida, C. M. P. Pereira, R. C. Braga, R. Cella, V. C. Borges, L. Savegnago, and C.W. Eur. J. Med. Chem., 41, 513 (2006).
7. P. Biginelli, Gazz. Chim. Ital., 23, 360 (1893).
8. A. Shaabani, A. Bazgir, and F. Teimouri, Tetrahedron Lett., 44, 857 (2003).
9. J. C. Rodriguez-Dominguez, D. Bernardi, and G. Kirsch, Tetrahedron Lett., 48, 5777 (2007).
10. G. Sabitha, G. S. K. K. Reddy, K. B. Reddy, and J. S. Yadav, Tetrahedron Lett., 44, 6497 (2003).
11. Y. Yu, D. Liu, C. Liu, and G. Luo, Bioorg. Med. Chem. Lett., 17, 3508 (2007).
12. H. Khabazzadeh, K. Saidi, and H. Sheibani, Bioorg. Med. Chem. Lett., 18, 278 (2008).
13. E. S. Putilova, G. V. Kryshtal, G. M. Zhdankina, N. A. Troitskii, and S. G. Zlotin, Russ. J. Org. Chem., 41, 512 (2005).
14. A. Shaabani and A. Rahmati, Catal. Lett., 100, 177 (2005).
15. I. S. Zorkun, S. Sarac, S. Celebib, and K. Erol, Bioorg. Med. Chem., 14, 8582 (2006).
16. S. A. Kotharkar, M. R. Jadhav, R. R. Nagawade, S. S. Bahekar, and D. B. Shinde, Lett. Org. Chem., 2, 662 (2005).
17. A. Shaabani, A. Bazgir, and S. Arab-Ameri, Phosphorus, Sulfur, and Silicon, 179, 2169 (2004).
18. N. Foroughifar, A. Mobinikhaledi, and H. F. Jirandehi, Phosphorus, Sulfur, and Silicon, 178, 1241 (2003).
19. (a) For the preparation and some applications of Al(HSO4)3 see: (a) H. R. Shaterian, M. Ghashang, and N. Mir, Arkivoc, xv, 1 (2007);
20. (b) M. A. Zolfigol, A. G. Choghamarani, A. Taqian-Nasab, H. Keypour, and S. Salehzadeh, Bull. Kor. Chem. Soc., 24, 63 (2003);
21. (c) F. Shirini, M. A. Zolfigol, and M. Abedini, Bull. Chem. Soc. Jpn., 78, 1982 (2005).
22. (a) For the preparation and some applications of Al2O3-SO3H see: (a) M. A. Zolfigol, Tetrahedron, 57, 9509 (2001);
23. (b) H. Sharghi, M. Hosseini-Sarvari, and R. Eskandari, J. Chem. Res., 488 (2005);
24. (c) H. R. Shaterian, A. Hosseinian, H. Yarahmadi, and M. Ghashang, Lett. Org. Chem., 5, 290 (2008).