1,2-dipyridiniumditribromide-ethane (DPTBE) as a new oxidizing agent for the chemoselective oxidation of sulfides to the sulfoxides

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 185, Issue 3, 2010, Pages 573-577

  Ghorbani Choghamarani, Arash ^a   Zolfigol, Mohammad Ali ^b   Azadbakht, Tahereh ^b  

^a ILAM UNIVERSITY   (Iran)

^b BU ALI SINA UNIVERSITY   (Iran)

Author keywords

1,2 Dipyridiniumditribromide ethane (DPTBE); Oxidation; Sulfides; Sulfoxides

Indexed keywords

EID: 77951232729     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500902849565     Document Type: Article

References (49)

1. K. Hiroi, Y. Suzuki, I. Abe, and R. Kawagishi, Tetrahedron, 56, 4701 (2000).
2. M. C. Carreno, Chem. Rev., 95, 1717 (1995).
3. I. Fernandez and N. Khiar, Chem. Rev., 103, 3651 (2003).
4. A. R. Hajipour and M. Hantehzadeh, Phosphorus, Sulfur, and Silicon, 161, 181 (2000).
5. N. D. Shapiro and F. D. Toste, J. Am. Chem. Soc., 129, 4160 (2007).
6. A. R. Hajipour, Synth. Commun., 26, 3627 (1996).
7. G. H. Posner, M. Weitzberg, T. G. Hamill, E. Asirvatham, C. H. He, and J. Clardy, Tetrahedron, 42, 2919 (1986).
8. H. Kosugi, Y. Watanabe, and H. Uda, Chem. Lett., 1865 (1989).
9. S. Oae, Y. Onishi, S. Kozuka, and W. Tagaki, Bull. Chem. Soc. Jpn., 39, 364 (1966).
10. J. Drabowicz, W. Midura, and M. Mikolajczyk, Synthesis, 39 (1979).
11. Y. Ueno, T. Inoue, and M. Okawara, Tetrahedron Lett., 2413 (1977).
12. M. H. Ali and G. J. Bohnert, Synthesis, 1238 (1998).
13. M. H. Ali and S. Stricklin, Synth. Commun., 36, 1779 (2006).
14. G. Kar, A. K. Saikia, U. Bora, S. K. Dehury, and M. K. Chaudhuri, Tetrahedron Lett., 44, 4503 (2003).
15. J. Rabai, I. Kapovits, B. Tanacs, and J. Tamas, Synthesis, 847 (1990).
16. K. Karunakaran and K. P. Elango, J. Phys. Org. Chem., 8, 429 (1995).
17. K. Karunakaran, Oxid. Commun., 21, 519 (1998).
18. H. A. Muathen, J. Org. Chem., 57, 2740 (1992).
19. L. F. Fieser and M. Fieser, Reagents for Organic Synthesis (New York, Wiley, 1967), p. 967.
20. I. Yavari and A. Shaabani, J. Chem. Res.-S, 7, 274 (1994).
21. M. M. Heravi, F. Derikvand, M. Ghassemzadeh, and B. Neumuller, Tetrahedron Lett., 46, 6243 (2005)
22. M. A. Zolfigol, G. Chehardoli, S. Salehzadeh, H. Adams, and M. D. Ward, Tetrahedron Lett., 48, 7969 (2007).
23. S. Nlate, L. Plault, and D. Astruc, Chem. Eur. J., 12, 903 (2006).
24. Y. Sasaki, K. Ushimaru, K. Iteya, H. Nakayama, S. Yamaguchi, and J. Ichihara, Tetrahedron Lett., 45, 9513 (2004).
25. A. Gao, M. Wang, J. Shi, D. Wang, W. Tian, and L. Sun, Appl. Organomet. Chem., 20, 830 (2006).
26. K. P. Bryliakov and E. P. Talsi, J. Mol. Catal. A-Chem., 264, 280 (2007).
27. I. Mohammadpoor-Baltork, H. R. Memarian, and K. Bahrami, Can. J. Chem., 83, 115 (2005).
28. B. Karimi, M. Ghoreishi-Nezhad, and J. H. Clark, Org. Lett., 7, 625 (2005).
29. M. M. Lakouraj, M. Tajbakhsh, and H. Tashakkorian, Monatsh. Chem., 138, 83 (2007).
30. F. Shirini, M. A. Zolfigol, M. M. Lakouraj, and M. R. Azadbar, Rus. J. Org. Chem., 37, 1340 (2001).
31. H. Firouzabadi, N. Iranpoor, and M. A. Zolfigol, Synth. Commun., 28, 377 (1998).
32. H. Firouzabadi, N. Iranpoor, A. A. Jafari, and E. Riazymontazer, Adv. Synth. Catal., 348, 434 (2006).
33. E. Kolvari, A. Ghorbani-Choghamarani, P. Salehi, F. Shirini, and M. A. Zolfigol, J. Iran. Chem. Soc., 4, 126 (2007).
34. I. Mohammadpoor-Baltork, H. R. Memarian, K. Bahrami, and K. Esmayilpour, Phosphorus, Sulfur, and Silicon, 180, 2751 (2005).
35. M. A. Zolfigol, F. Shirini, A. Ghorbani-Choghamarani, and I. Mohamadpoor-Baltork, Green Chem., 562 (2002).
36. M. A. Zolfigol, K. Amani, M. Hajjami, and A. Ghorbani-Choghamarani, Monatsh. Chem., 139, 895 (2008).
37. M. A. Zolfigol, F. Shirini, and A. Ghorbani-Choghamarani, Synthesis, 2043 (2006).
38. M. A. Zolfigol,M.Bagherzadeh,K.Niknam, F. Shirini, I. Mohammadpoor-Baltork,A.Ghorbani- Choghamarani, and M. Baghbanzadeh, J. Iran. Chem. Soc., 3, 73 (2006).
39. M. A. Zolfigol, M. Bagherzadeh, S. Mallakpour, G. Chehardoli, E. Kolvari, A. Ghorbani- Choghamarani, and N. Koukabi, Catal. Commun., 8, 256 (2007).
40. M. A. Zolfigol,M. Bagherzadeh, S.Mallakpour, G. Chehardoli, A. Ghorbani-Choghamarani, N. Koukabi, M. Dehghanian, and M. Doroudgar, J. Mol. Catal. A-Chem., 270, 219 (2007).
41. M. A. Zolfigol, F. Shirini, G. Chehardoli, and E. Kolvari, J. Mol. Catal. A-Chem., 265, 272 (2007).
42. V. Kavala, S. Naik, and B. K. Patel, J. Org. Chem., 70, 4267 (2005).
43. B. S. Koo, C. K. Lee, and K. J. Lee, Synth. Commun., 32, 2115 (2002).
44. M. Hirano, S. Yakabe, J. H. Clark, and T. Morimoto, J. Chem. Soc. Perkin. Trans. I, 2693 (1996).
45. A. Shaabani, A. Bazgir, K. Soleimani, and P. Salehi, Synth. Commun., 33, 2935 (2003).
46. M. A. Zolfigol, K. Amani, A. Ghorbani-Choghamarani, M. Hajjami, R. Ayazi-Nasrabadi, and S. Jafari, Catal. Commun., 9, 1739 (2008).
47. W. L. Xu, Y. Z. Li, Q. S. Zhang, and H. S. Zhu, Synthesis, 227 (2004).
48. M. M. Lakouraj and M. Tajbakhsh, Synth. Commun., 35, 775 (2005).
49. S. A. Pourmousavi and P. Salehi, Bull. Korean Chem. Soc., 29, 1332 (2008).