Silphox [POCl3-n(SiO2)n] as a new, efficient, and heterogeneous reagent for the synthesis of benzimidazole derivatives under microwave irradiation

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 184, Issue 1, 2009, Pages 147-155

  Hasaninejad, Alireza ^a   Niknam, Khodabakhsh ^a   Zare, Abdolkarim ^b   Farsimadan, Ehsan ^b   Shekouhy, Mohsen ^a  

^a PERSIAN GULF UNIVERSITY   (Iran)

^b PAYAME NOOR UNIVERSITY   (Iran)

Author keywords

Benzene 1,2 diamine; Benzimidazole derivatives; Carboxylic acid; Microwave; Silphox

Indexed keywords

EID: 58049165892     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500802080931     Document Type: Article

References (44)

1. A. A. Spasov, I. N. Yozhitsa, L. I. Bugaeva, and V. A. Anisimova, Pharm. Chem. J., 33, 232 (1999);
2. P. N. Perston, The Chemistry of Heterocyclic Compounds, Benzimidazoles and Congeneric Tricyclic Compounds (John Wiley & Sons, New York, 1980), Vol. 40, Part 2, Chap. 10;
3. D. J. Sheehan, C. A. Hitchcock, and C. M. Sibley, Clin. Microbiol. Rev., 12, 40 (1999).
4. N. S. Habib, E. Soliman, F. A. Ashour, and M. el-Taiebi, Pharmazie, 52, (1997) 746;
5. M. Tuncbilek, H. Goker, R. Ertan, R. Eryigit, E. Kendi, and E. Altanlar, Arch. Pharm., 330, 372 (1997);
6. M. Pedini, G. Alunni Bistochi, A. Ricci, L. Bastianini, and E. Lepri, Farmaco, 49, 823 (1994);
7. T. E. Lackner and S. P. Clisshold, Drugs, 38, 204 (1989).
8. J. Z. Stefan'ska, E. Gralewska, B. J. Staros'ciak, and Z. Kazimierczuk, Pharmazie, 54, 879 (1999).
9. A. R. Porcari, R. V. Devivar, L. S. Kucera, J. C. Drach, and L. B. Townsend, J. Med. Chem., 41, 1252 (1998).
10. I. Tamm, Science, 126, 1235 (1957).
11. K. Bourgin, A. Loupy, and M. Soufiaoui, Tetrahedron, 54, 8055 (1998);
12. M. Rope, R. W. Isensee, and L. Joseph, J. Am. Chem. Soc., 74, 1095 (1952);
13. A. W. Addison and P. J. Burke, J. Heterocyclic Chem., 18, 803 (1981);
14. P. Tempest, V. Ma, S. Thomas, Z. Hua, M. G. Kelly, and C. Hulme, Tetrahedron Lett., 42, 4959 (2001);
15. C. Boido, V. Boido, F. Novelli, and S. Paratore, J. Heterocyl. Chem., 35, 853 (1998);
16. C. A. Ramsden and H. L. Rose, J. Chem. Soc., Perkin Trans. 1, 16, 2319 (1997).
17. M. M. Heravi, M. Tajbakhsh, A. N. Ahmadi, and B. Mohajerani, Monatsh. Chem., 137, 175 (2006);
18. A, B, Allouma, K. Bougrin, and M. Soufiaoui, Tetrahedron Lett., 44, 5935 (2003);
19. R. Trivedi, S. K. De, and R. A. Gibbs, J. Mol. Catal. A: Chem., 245, 8 (2006);
20. K. Niknam and A. Fatehi-Raviz, J. Iran. Chem. Soc, 4, 438 (2007);
21. R. N. Nadaf, S. A. Siddiqui, T. Daniel, R. J. Lahoti, and K. V. Srinivasan, J. Mol. Catal. A: Chem., 214,155 (2004);
22. J. B. Wright, Chem. Rev., 48, 397 (1951);
23. P. N. Preston, Chem. Rev., 74, (1974) 279;
24. S. Lin and L. Yang, Tetrahedron Lett., 46, 4315 (2005).
25. D. Yang, D. Fokas, J. Li, L. Yu, and C. M. Baldino, Synthesis, 47 (2005).
26. Y.-S. Su and C.-M. Sun, Synlett, 1243 (2005);
27. Y.-S. Su, M.-J. Lin, and M. C. Sun, Tetrahedron Lett, 46, 177 (2004).
28. L. F. Olguin, M. Jime'nez-Estrada, E. Ba'rzana, and A. Navarro-Ocana, Synlett, 340 (2005).
29. P. Salehi, M. Dabiri, M. A. Zolfigol, S. Otokesh, and M. Baghbanzadeh, Tetrahedron Lett., 47, 2557 (2006).
30. A. Loupy, Microwave in Organic Synthesis (Wiley-VCH, Weinheim, 2006);
31. R. S. Varma, Advances in Green Chemistry: Chemical Synthesis Using Microwave Irradiation (Astra Zeneca Research Foundation, Kavitha Printers: Bangalore, India, 2002);
32. K. Tanka, Solvent Free Organic Synthesis (Wiley-VCH, Weinhein, 2003).
33. A. Hasaninejad and A. Zare, J. Sulfur Chem., 28, 357 (2007);
34. A. Hasaninejad and H. Sharghi, Phosphorus, Sulfur, and Silicon, 182, 873 (2007);
35. A. Hasaninejad, A. Zare, H. Sharghi, K. Niknam, and M. Shekouhy, Arkivoc, xiv, 39 (2007);
36. H. Sharghi and A. Hasaninejad, Phosphorus, Sulfur, and. Silicon, 179, 2297 (2004);
37. H. Sharghi and A. Hasaninejad, Helvetica Chim. Acta, 86, 408 (2003).
38. A. Zare, A. Hasaninejad, A. Khalafi-Nezhad, A. R. Moosavi Zare, and A. Parhami, Arkivoc, xiii, 105 (2007);
39. A. Hasaninejad, A. Khalafi-Nezhad, A. R. Moosavi Zare, A. Parhami, and G. R. Nejabat, Arkivoc,!, 58 (2007);
40. A. Zare, A. Hasaninejad, A. R. Moosavi Zare, A. Parhami, H. Sharghi, and A. Khalafi-Nezhad, Can. J. Chem., 85, 438 (2007);
41. G. H. Imanzadeh, A. Khalafi-Nezhad, A. Zare, A. Hasaninejad, A. R. Moosavi Zare, and A. Parhami, J. Iran. Chem. Soc., 4, 229 (2007);
42. G. H. Imanzadeh, A. Zare, A. Khalafi-Nezhad, A. Hasaninejad, A. R. Moosavi Zare, and A. Parhami, J. Iran. Chem. Soc., 4, 467 (2007);
43. A. Khalafi-Nezhad, A. Zare, A. Parhami, M. N. Soltani Rad, and G. R. Nejabat, J. Iran. Chem. Soc., 4, 271 (2007);
44. A. Hasaninejad, A. Zare, A. R. Moosavi Zare, A. Parhami, H. Sharghi, and A. Khalafi-Nezhad, Phosphorus, Sulfur, and Silicon, 183, 2769 (2008).