Oxidation of sulfides to sulfoxides with H2O2/HNO3 reagent system

Journal of Sulfur Chemistry

Volumn 31, Issue 2, 2010, Pages 83-88

  Khodaei, Mohammad Mehdi ^a   Bahrami, Kiumars ^a   Arabi, Mehdi Sheikh ^a  

^a RAZI UNIVERSITY   (Iran)

Author keywords

Chemoselectivity; Hydrogen peroxide; Nitric acid; Sulfides; Sulfoxide synthesis

Indexed keywords

KETONES; NITRIC ACID; OXIDATION;

C-C DOUBLE BONDS; CHEMO-SELECTIVITY; OXIDATION OF SULFIDES; PROMOTOR; REACTION CONDITIONS; REAGENT SYSTEMS; SELECTIVE OXIDATION; SHORT REACTION TIME; SULPHIDE; SULPHOXIDE SYNTHESIS;

SULFUR COMPOUNDS;

EID: 77951494582     PISSN: 17415993     EISSN: 17416000     Source Type: Journal    
DOI: 10.1080/17415991003664763     Document Type: Article

References (39)

1. Patai, S.; Rappoport, Z.; Stirling, C.J.M., Eds. The Chemistry of Sulphones and Sulphoxides; John Wiley: NewYork, 1988; Vol. 3, p 56.
2. Page, P.C.B., Ed. Organosulfur Chemistry II. Springer: Berlin, 1999.
3. Huang, J.-Y.; Li, S.-J.; Wang,Y.-G. Tetrahedron Lett. 2006, 47, 5637-5640.
4. Gross, Z.; Mahammed, A. J. Mol. Catal. A Chem. 1999, 142, 367-372.
5. Kowalski, P.; Mitka, K.; Ossowska, K.; Kolarska, Z. Tetrahedron 2005, 61, 1933-1953.
6. Baciocchi, E.; Gerini, M.F.; Lapi, A. J. Org. Chem. 2004, 69, 3586-3589.
7. Xu, W.L.; Li, Y.Z.; Zhang, Q.S.; Zhu, H.S. Synthesis 2004, 227-232.
8. Sabir, H.M.; Chandrasekar, D.M.; Madhavi, A.K. Synth. Commun. 1998, 28, 939-943.
9. Koposov, A.Y.; Zhdankin, V.V. Synthesis 2005, 22-24.
10. Kim, S.S.; Rajagopal, G. Synthesis 2003, 2461-2463.
11. Li, Z.; Xia, C.-G.; Xu, C.-Z. Tetrahedron Lett. 2003, 44,9229-9232.
12. Li, Z.; Xia, C.-G. J. Mol. Catal. A Chem. 2004, 214, 95-101.
13. Jeyakumar, K.; Chand, D.K. Tetrahedron Lett. 2006, 47, 4573-4576.
14. Yuan, Y.; Bian, Y. Tetrahedron Lett. 2007, 48, 8518-8520.
15. Tohma, H.; Takizawa, S.; Watanabe, H.; Kita, Y. Tetrahedron Lett. 1998, 39, 4547-4550.
16. Ochiai, M.; Nakanishi, A.; Ito, T. J. Org. Chem. 1997, 62, 4253-4259.
17. Mohammadpoor-Baltork, I.; Memarian, H.R.; Bahrami, K. Can. J. Chem. 2005, 83, 115-121.
18. Prasanth, K.L.; Maheswaran, H. J. Mol. Catal. A Chem. 2007, 268, 45-49.
19. Jones, C.W., Ed. Applications of Hydrogen Peroxide and Derivatives; Royal Society of Chemistry: Cambridge, 1999.
20. Strukul, G., Ed. Catalytic Oxidations with Hydrogen Peroxide as Oxidant; KluwerAcademic Publishers: Dordrecht, 1992.
21. Bahrami, K. Tetrahedron Lett. 2006, 47, 2009-2012.
22. Khodaei, M.M.; Bahrami, K.; Khedri, M. Can. J. Chem. 2007, 85, 7-11.
23. Khodaei, M.M.; Bahrami, K.; Karimi, A. Synthesis 2008, 1682-1684.
24. Bahrami, K.; Khodaei, M.M.; Kavianinia, I. Synthesis 2007, 547-550.
25. Bahrami, K.; Khodaei, M.M.; Naali, F. J. Org. Chem. 2008, 73, 6835-6837.
26. Bahrami, K.; Khodaei, M.M.; Naali, F. Synlett 2009, 569-572.
27. Bahrami, K.; Khodaei, M.M.; Tirandaz, Y. Synthesis 2009, 369-371.
28. Khodaei, M.M.; Bahrami, K.; Tirandaz, Y. J. Sulfur Chem. 2009, 30, 581-584.
29. Bahrami, K.; Khodaei, M.M.; Farrokhi, A. Tetrahedron 2009, 65, 7658-7661.
30. Bahrami, K.; Khodaei, M.M.; Soheilizad, M. Synlett 2009, 2773-2776.
31. Bahrami, K.; Khodaei, M.M.; Soheilizad, M. J. Org. Chem. 2008, 74, 9287-9291.
32. Ali, M.H.; Leach, D.R.; Schmitz, C.E. Synth. Commun. 1998, 28, 2969-2983.
33. Clark, N.G.; Cranham, J.E.; Greenwood, D.; Marshall, J.R.; Stevenson, H.A. J. Sci. FoodAgric. 1957, 8, 566-570.
34. Kim, S.S.; Nehru, K.; Kim, S.S.; Kim, D.W.; Jung, H.C. Synthesis 2002, 2484-2486.
35. Choudary, B.M.; Bharathi, B.; Reddy, C.V.; Kantam, M.L. J. Chem. Soc. Perkin Trans. I, 2002, 2069-2074
36. Brookes, R.F.; Clark, N.G.; Cranham, J.E.; Greenwood, D.; Marshall, J.R.; Stevenson, H.A. J. Sci. Food Agric. 1958, 9, 111-115.
37. Rafiee, E.; Mohammadpoor Baltork, I.; Tangestaninejad, S.; Azada, A.; Moinee, S. Z. Nat. B: Chem. Sci. 2006, 61, 601-606.
38. Batigalhia, F.; Zaldini-Hernandes, M.; Ferreira, A.G.; Malvestiti, I.; Cass, Q.B. Tetrahedron 2001, 57, 9669-9676.
39. Ali, M.H.; Stricklin, S. Synth. Commun. 2006, 36, 1779-1786.