Selective and efficient oxidation of sulfides to sulfoxides using Ceric Ammonium Nitrate (CAN)/bronsted acidic ionic liquid

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 184, Issue 3, 2009, Pages 705-711

  Hajipour, Abdol R ^a,b   Khazdooz, Leila ^b   Ruoho, Arnold E ^a  

^a UNIVERSITY OF WISCONSIN SCHOOL OF MEDICINE AND PUBLIC HEALTH   (United States)

^b ISFAHAN UNIVERSITY OF TECHNOLOGY   (Iran)

Author keywords

Bronsted acidic ionic liquid; Ceric ammonium nitrate; Methylimidazolium hydrogen sulfate; Sulfide; Sulfoxide

Indexed keywords

EID: 61449217099     PISSN: 10426507     EISSN: 15635325     Source Type: Journal    
DOI: 10.1080/10426500802266233     Document Type: Article

References (33)

1. T. Welton, Chem. Rev., 99, 2071 (1999).
2. R. Sheldon, Chem. Commun., 2399, (2001).
3. J. D. Holbrey and K. R. Seddon, Clean Prod. Process., 1, 223 (1999).
4. A. C. Cole, J. L. Jensen, I. Ntai, K. L. T. Tran, K. J. Weaver, D. C. Forbes, and J. H. Davis Jr., J. Am. Chem. Soc., 124, 5962 (2002).
5. D. W. Morrison, D. C. Forbes, and J. H. Davis Jr., Tetrahedron Lett., 42, 6053 (2001).
6. J. Kwan and M.-J. Kim, J. Org. Chem., 67, 6845 (2002).
7. T.-S. Li, Z.-H. Zhang, F. Yang, and C.-G. Fu, J. Chem. Res., 1, 38 (1998).
8. (a) J. S. Wilkes, J. Mol. Catal. A: Chem., 214, 11 (2004);
9. (b) D. Fang, X. L. Zhou, Z. W. Ye, and Z. L. Liu, Ind. Eng. Chem. Res., 45, 7982 (2006).
10. J. Fraga-Dubreuil, K. Bourahla, M. Rahmouni, J. P. Bazureau, and J. Hamelin, Catal. Commun., 3, 185 (2002).
11. M. K. Potdar, S. S. Mohile, and M. M. Salunkhe, Tetrahedron Lett., 42, 9285 (2001).
12. V. Singh, S. Kaur, V. Sapehiyia, J. Singh, and G. L. Kad, Catal. Commun., 6, 57 (2005).
13. A. R. Hajipour, L. Khazdooz, and A. E. Ruoho, Catal. Commun., 9, 89 (2008).
14. (a) G. H. Posner, M. Weitzberg, T. G. Hamill, E. Asirvatham, H. Cun-Heng, and J. Clardy, Tetrahedron, 42, 2919 (1986);
15. (b) M. Zahouily, M. Journet, and M. Malacria, Synlett, 366 (1994);
16. (c) S. G. Pyne and A. R. Hajipour, Tetrahedron, 48, 9385 (1992);
17. (d) J. M. Khurana, A. K. Pand, and A. Gogia, Org. Prep. Proc. Int., 28, 234 (1996);
18. (e)A. R. Hajipour, Synthetic Comm., 26, 3627 (1996).
19. M. Tajbakhsh, R. Hosseinzadeh, and A. Shakoori, Tetrahedron Lett., 45, 1889 (2004).
20. S. E. Martin and L. I. Rossi, Tetrahedron Lett., 42, 7147 (2001).
21. Y. J. Chen and Y. P. Huang, Tetrahedron Lett., 41, 5233 (2000).
22. Y. J. Chen and J. Y. Shen, Tetrahedron Lett., 46, 4205 (2005).
23. X. T. Zhou, H. B. Ji, Z. Cheng, J. C. Xu, L. X. Pei, and L. F. Wang, Bioorg. Med. Chem. Lett., 17, 4650 (2007).
24. K. Surendra, N. S. Krishnaveni, V. P. Kumar, R. Sridhar, and K. R. Rao, Tetrahedron Lett., 46, 4581 (2005).
25. A. O. Beaudenon and S. Quideau, Tetrahedron Lett., 47, 5869 (2006).
26. Y. Peng, X. Feng, X. Cui, Y. Jiang, M. C. K. Choi, and A. S. C. Chan, Synthetic Comm., 33, 2793 (2003).
27. A. Shaabani, A. Bazgir, K. Soleimani, and P. Salehi, Synthetic Comm., 33, 2935 (2003).
28. A. R. Hajipour, B. Kooshki, and A. E. Ruoho, Tetrahedron Lett., 46, 5503 (2005).
29. A. R. Hajipour, H. Bagheri, and A. E. Ruoho, Phosphorus, Sulfur, and Silicon, 178, 2441 (2003).
30. A. R. Hajipour and A. E. Ruoho, Phosphorus Sulfur, and Silicon, 26, 83 (2003).
31. A. R. Hajipour, S. Mallakpour, and H. Adibi, Sulfur Letters, 25, 155 (2002).
32. A. R. Hajipour and N. Mahboubghah, Indian J. Chem. B, 37, 1041 (1998).
33. A. R. Hajipour, F. Rafiee, and A. E. Ruoho, Synlett, 1118 (2007).