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Oxidation of thiols to disulfides using H2O2 catalyzed by recyclable chromic potassium sulphate at room temperature

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Abstract

Chromic potassium sulphate is found to be an efficient and recyclable catalyst for the selective oxidation of thiols to disulfides. The reaction was carried out in 60% methanol (v/v) using 30% H2O2 at room temperature. Cr(III) forms a complex with thiol which was then oxidized by H2O2 to produce disulfide in excellent yield after a simple workup procedure.

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References

  1. D.C. Jocelyn: Biochemistry of Thiol Group, Academic, New York (1992).

    Google Scholar 

  2. M.C. Carreno: Chem. Rev., 95, 1717 (1995).

    Article  CAS  Google Scholar 

  3. N. Iranpoor, B. Zeynizadeh: Synthesis, 1, 49 (1999).

    Article  Google Scholar 

  4. J.C. Bardwell: J. Mol. Microbiol., 14, 199 (1994).

    Article  CAS  Google Scholar 

  5. Ogawa, Y. Nishiyama, N. Kambe, S. Murai, N. Sonoda: Tetrahedron Lett., 28. 3271 (1987).

    Article  CAS  Google Scholar 

  6. K. Ramadas, N. Srinivasan: Synth. Commun., 25, 227 (1995).

    Article  CAS  Google Scholar 

  7. V. Srivastav, R. Gupta, R.R. Guptam: Indian J. Chem., 39B, 223 (2000).

    CAS  Google Scholar 

  8. T.L. Ho, C.M. Wong: J. Org. Chem., 39, 562 (1974).

    Article  CAS  Google Scholar 

  9. C.C. Silveira, S.R. Mendes: Tetrahedron Lett., 48, 7469 (2007).

    Article  CAS  Google Scholar 

  10. J. Drabowicz, M. Mikolajczyk: Synthesis, 1, 32 (1980).

    Article  Google Scholar 

  11. X. Wu, R.D. Rieke, L. Zhu: Synth. Commun., 26, 191 (1996).

    Article  CAS  Google Scholar 

  12. A. McKillop, D. Kuyuncu: Tetrahedron Lett., 31, 5007 (1990).

    Article  CAS  Google Scholar 

  13. R. Sanz, R. Aguado, M.R. Pedrosa, F.J. Arnaiz: Synthesis, 7, 856 (2002).

    Article  Google Scholar 

  14. M.M. Khodaei, I. Mohammadpoor-Baltork, K. Nikoofar: Bull. Korean Chem. Soc., 24, 885 (2003).

    Article  CAS  Google Scholar 

  15. V. Kesavan, D. Bonnet-Delpon, J-P. Begue: Synthesis, 2, 223 (2000).

    Article  Google Scholar 

  16. C.A.S. Regino, D.E. Richardson: Inorganica Chimica Acta, 360, 3971 (2007).

    Article  CAS  Google Scholar 

  17. H. Golchoubian, F. Hosseinpoor: Catalysis Lett., 3, 165 (2006).

    Google Scholar 

  18. R. Ozen, F. Aydin: Monatsh. Chem, 137, 307 (2006).

    Article  CAS  Google Scholar 

  19. H. Firoazabadi, D. Mohajar, M.E. Moghadam: Bull. Chem. Soc. Jpn., 61, 2185 (1988).

    Article  Google Scholar 

  20. M. Sridhar, S. Kumaravedivel, V.T. Bhaelrao: Synth. Commun., 28, 1499 (1998).

    Article  CAS  Google Scholar 

  21. L.S. Sergio, V.L. Pardini, H. Viertler: Synth. Commun., 20, 393 (1990).

    Article  Google Scholar 

  22. G.S. Gokavi, J.R. Raju: Oxidation Commun., 11, 205 (1988).

    CAS  Google Scholar 

  23. L.V. Nimbalkar, A.M. Chavan, G.S. Gokavi: J. Phys. Org. Chem., 11, 697 (1998).

    Article  CAS  Google Scholar 

  24. S.A. Chimatdar, S.T. Nandibewoor, M.I. Sambrani, J.R. Raju: J. Chem. Soc., Dalton Trans., 573 (1987).

  25. K. Sato, M. Aoki, R. Noyori: Science, 281, 1646 (1998).

    Article  CAS  Google Scholar 

  26. Y. Ogata, Y. Sawaki: Organic Synthesis by Oxidation with Metal Compounds, W.J. Mijs, de Jonge, C.R.H.I., (Eds), p. 840. Plenum Press, New York 1986.

    Google Scholar 

  27. J.K. Beattie, G.P. Haight Jr.: Inorganic Reaction Mechanisms Part II, J.O. Edwards (Ed.), p. 109. Interscience, New York 1972.

    Google Scholar 

  28. B.U. Nair, M. Kanthimathi, K. Chandra Raj, T. Ramasami: Proc. Indian Acad. Sci. (Chem. Sci.)., 106, 681 (1994).

    CAS  Google Scholar 

  29. M.T. Armas, A. Mederos, P. Gili, S. Dominguez, R. Hernadez-Molina, P. Lorenzo, M.L. Araujo, F. Brito, A. Otero, M.G. Castellanos: Chem. Spec. Bioavail., 16, 45 (2004).

    CAS  Google Scholar 

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Correspondence to Gavisiddappa Gokavi.

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Supale, A., Gokavi, G. Oxidation of thiols to disulfides using H2O2 catalyzed by recyclable chromic potassium sulphate at room temperature. React Kinet Catal Lett 93, 141–148 (2008). https://doi.org/10.1007/s11144-008-5223-8

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  • DOI: https://doi.org/10.1007/s11144-008-5223-8

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