Oxidative aromatization of 1,3,5-trisubstituted 4, 5-dihydro-1H-pyrazoles efficiently by tetrabromine-1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane complex, Br4-TATCD, as a novel reagent both under microwave Irradiation and at room temperature

Journal of the Chinese Chemical Society

Volumn 56, Issue 1, 2009, Pages 43-46

  Azarifar, Davood ^a   Khosravi, Kaveh ^a  

^a BU ALI SINA UNIVERSITY   (Iran)

Author keywords

1,3,5 trisubstituted 2 pyrazolines; Br4 tatcd; Microwave; Pyrazoles; Tetrabromine l,3,5,7 tetrazatricyclo 3.3.1.13,7 decane complex

Indexed keywords

EID: 67249162957     PISSN: 00094536     EISSN: None     Source Type: Journal    
DOI: 10.1002/jccs.200900007     Document Type: Article

References (48)

1. (a) Amer, F. A.; Hammouda, M.; El-AhI, A. A. S.; AbdolWahab, B. F. J. Chin. Chem. Soc. 2007, 54, 1543.
2. (b) Abdolhamid, A. O.; El-Ghandour, A. H.; El-Reedy, A. A. M, J. Chin. Chem. Soc. 2008, 55, 406.
3. Zia-ul-Hag, M.; Arshad, M.; Saeed-ur-Rehman, R. J. Chin. Chem. Soc. 2001, 48, 45.
4. Rapposelli, S.; Lapucci, A.; Minutolo, F.; Orlandini, E.; Ortore, G.; Pinza, M.; Balsamo, A. Farmaco 2004, 59, 25.
5. (a) Shin, K. D.; Lee, M.-Y; Shin, D.-S.; Lee, S.; Son, K.-H.; Koh, S.; Paik, Y-K.; Kwon, B.-M.; Han, D. C. J. Biol. Chem. 2005, 280, 41439.
6. (b) Rochais, C.; Santos, J. S.-de O.; Dallemagne, P.; Rcult, S. Heterocycles 2006, 68, 2063.
7. (a) Cali, P.; Naerum, L.; Mukhija, S.; Hjelmencrantz, A. Bioorg. Med. Chem. Lett. 2004, 14, 5997.
8. (b) El-Maghraby, M. A.; Khalafaliah, A. K.; Hassan, M. E.; Soleiman, H. A. J. Chin. Chem. Soc. 1988, 35, 53.
9. Sechi, M.; Sannia, L.; Carta, F.; Palomba, M.; Dallocchio, R.; Dessi, A.; Derudas, M.; Zawahir, Z.; Neamati, N. Antiviral Chem. Chemother. 2005, 16, 41.
10. Cottineau, B.; Toto, P.; Marot, C.; Pipaud, A.; Chenault, J. Bioorg. Med. Chem. Lett. 2002, 12, 2105.
11. (a) Takabatake, E.; Kodama, R.; Tanaka, Y.; Dohmori, R.; Tachizawa, H.; Naito, T. Chem. Pharm. Bull. 1979, 16, 1900.
12. (b) Parmar, S. S.; Pandy, B. R.; Dwivedic, C.; Harbinson, R. D. J. Pharm, Sci. 1974, 63, 1152.
13. (c) Shinde, S.; Jadhav, W.; Pawar, R.; Bhusare, S. J. Chin. Chem. Soc. 2004, 51, 775.
14. (a) Al-Omran, F.; El-Khair, A. A. J. Heterocycl. Chem. 2004, 41, 327.
15. (b) Soleiman, H. A.; Khalafallah, A. K.; Abdelzaher, H. M. J. Chin. Chem. Soc. 2000, 47, 1267.
16. Raslan, M. A.; AbdEl-Aal, R. M.; Hassan, M, E.; Ahmed, N. A.; Sadek, K. U. J. Chin. Chem. Soc. 2001, 48, 91.
17. Yan-Wu, Z.; Ling-Hua, C. J. Chin. Chem. Soc. 2008, 55, 385.
18. (a) Li, Y.; Zhang, H.-Q.; Liu, J.; Yang, X.-P.; Liu, Z.-J. J. Agrie. Food Chem. 2006, 54, 3636.
19. (b) Siddall, T. L.; Ouse, D. G.; Benko, Z. L.; Garvin, G. M.; Jackson, J. L.; McQuiston, J. M.; Ricks, M. J.; Thibault, T. D.; Turner, J. A.; VanHeertum, J. C.; Weimer, M. R. Pest Manage. Sci. 2002, 58, 1175.
20. Lamberth, C. Heterocycles 2007, 71, 1467.
21. Azarifar, D.; Shaebanzadeh, M, Molecules 2002, 7, 885.
22. (b) Azarifar, D.; Ghasemnejad, H. Molecules 2003, 8, 642.
23. (c) Azarifar, D.; Maleki, B. J. Heterocycl. Chem. 2005, 42, 157.
24. Sabitha, G.; Kumar Reddy, G. S. K.; Reddy, Ch, S.; Fatima, N.; Yadav, J. S. Synthesis 2003, 1267.
25. Nakamichi, N.; Kawashita, Y.; Hayashi, M. Synthesis 2004, 1015.
26. Nakamichi, N.; Kawashita, Y.; Hayashi, M. Org. Lett. 2002, 4, 3955.
27. Shah, J. N.; Shah, C. K. J. Org. Chem. 1978, 43, 1266.
28. Singh, S. P.; Kumar, D.; Prakash, O.; Kapoor, R. P. Synth. Commun. 1997, 27, 2683.
29. Gladstone, W. A. F.; Norman, R. O. C. J. Chem. Soc., Chem. Commun. 1966, 1536.
30. Bhatnage, I.; George, M. V. Tetrahedron 1968, 24, 1293.
31. Smith, L. I.; Howard, K. L. J. Am. Chem. Soc. 1943, 65, 159.
32. Dodwadmath, R. P.; Wheeler, T. S. Proc. Ind. Acad. Sci. 1935, 2A, 438.
33. Auwers, K.; Heimke, P. Liebigs Ann. 1927, 458, 186.
34. Han, B.; Liu, Z.; Liu, Q.; Yang, L.; Li-Liu, Z.; Yu, W. Tetrahedron 2006, 62, 2492.
35. Chai, F. L.; Zhao, Y.; Sheng, O.; Liu, Z.-O. Tetrahedron Lett. 2006, 47, 9283.
36. (a) Azarifar, D.; Zolfigol, M, A.; Maleki, B. Bull. Korean Chem. Soc. 2004, 25, 23.
37. (b) Azarifar, D.; Zolfigol, M. A.; Maleki, B. Synthesis 2004, 1744.
38. (c) Ghorbani-Vaghei, R.; Azarifar, D.; Maleki, B. J. Chin. Chem. Soc. 2004, 51, 1373.
39. (d) Azarifar, D.; Maleki, B. Heterocycles 2005, 65, 865.
40. (e) Zolfigol, M. A.; Azarifar, D.; Maleki, B. Tetrahedron Lett. 2004, 45, 2181.
41. (f) Azarifar, D.; Maleki, B. J. Chin. Chem. Soc. 2005, 52, 1215.
42. (g) Azarifar, D.; Gharshasebi, A. Heterocycles 2006, 68, 1209.
43. (h) Azarifar, D.; Maleki, B. Synth. Commun. 2005, 35, 2581.
44. (i) Zolfigol, M. A.; Azarifar, D.; Mohammadpour-Baltork, I.; Mallakpour, S.; Forghaniha, A.; Maleki, B.; Abdollahi-Alibeik, M. Tetrahedron Lett. 2006, 47, 833.
45. (j) Azarifar, D.; Maleki, B. Synth. Commun. 2005, 35, 2581.
46. (k) Azarifar, D.; Maleki, B.; Sahraei, M. J. Heterocycl. Chem. 2006, 43, 563.
47. Azarifar, D.; Maleki, B.; Setayeshnazar, M. Heterocycles 2008, 75, 669.
48. Yavari, A.; Shaabani, A, J. Chem. Res. 1994, 274, 275.