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Abstrakty
2-Phenyl-1,2-benzisoselenazol-3(2H)-one (ebselen), known as glutathione peroxidase mimic, is found as an efficient catalyst for hydrogen peroxide and tert-butyl hydroperoxide oxidation of the azomethine group in azines, aldoximes, and methyl or methylene group in alkylarenes. Depending on the substrate used and the reaction conditions, the major products are aldehydes, ketones, carboxylic acids or their derivatives. It is postulated that ebselen is involved in the free-radical oxidation mechanism.
Słowa kluczowe
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Czasopismo
Rocznik
Tom
Strony
537--542
Opis fizyczny
Bibliogr. 29 poz., rys.
Twórcy
autor
- Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspianskiego 27, 50-375 Wrocław, Poland
autor
- Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspianskiego 27, 50-375 Wrocław, Poland
autor
- Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wyb. Wyspianskiego 27, 50-375 Wrocław, Poland
Bibliografia
- 1. Młochowski J. and Said S.B., Polish J.Chem., 71, 140 (1997).
- 2. Jones A.K. and Wilson T.E., in Encyclopedia of Reagents for Organic Synthesis, Paquette L.A. (ed.), J. Wiley and Sons, Chichester 1995, p 880.
- 3. Paulmier C., Selenium Reagents and Intermediates in Organic Synthesis, Pergamon Press, Oxford 1986.
- 4. Liotta D. and Monahan III R., Science, 231, 356 (1986).
- 5. Młochowski J., Phosphorus, Sulfur and Silicon, 136-138, 191 (1998).
- 6. Nishibayashi Y. and Uemura S., Topics in Current Chem., 208, 234 (2000).
- 7. Młochowski J., Brzqszcz M., Giurg M. and W6jtowicz H., Wiad. Chem., 55, 9 (2001).
- 8. Syper L. and Młochowski J., Tetrahedron, 43, 207 (1987).
- 9. Kubicz E. and Młochowski J., J. Prakt. Chem., 333,243 (1991).
- 10. Said S.B., Skarzewski J. and Młochowski J., Synth. Commun., 22,1851 (1992).
- 11. Said S.B., Skarzewski J. and Młochowski J., Synthesis, 223 (1989).
- 12. Syper L., Tetrahedron, 43, 2853 (1987).
- 13. Syper L., Synthesis, 167 (1989).
- 14. Brząszcz M., Kloc K., Maposah M. and Młochowski J., Synth. Commun., 30, 4425 (2000).
- 15. Palus J. and Młochowski J., Polish J. Chem., 72, 1931 (1998).
- 16. Giurg M. and Młochowski J., Synth. Commun., 29,2281 (1999).
- 17. Fisher H. and Dereu N., Bull. Soc. Chim. Belg., 96, 757 (1987).
- 18. Engman L., Stem D., Cotgreave I.A. and Anderson C.M., J. Am .Chem. Soc., 114, 9737 (1992).
- 19. Back T.G. and Dyck B.P., J. Am. Chem. Soc., 119, 2077 (1997).
- 20. Mugesh G., du Mont W.-W. and Sies H., Chem. Rev., 101, 2125 (2001).
- 21. Młochowski J., Giurg M., Kubicz E. and Said S.B., Synth. Commun., 26, 291 (1996).
- 22. W6jtowicz H., Brzqszcz M., Kloc K. and Młochowski J., Tetrahedron, 57 9743 (2001).
- 23. Jacob P., Collery P.S., Shulgin A.T. and Castagnoli N., Jr., J. Org. Chem., 41, 3627 (1976).
- 24. Skarzewski J., J. Chem. Research (S), 410, (1980).
- 25. Młochowski J., Kloc K, Syper L., Inglot A.D. and Piasecki E., Liebigs Ann. Chem., 1239 (1993).
- 26. Młochowski J. and Giurg M„ Polish J. Chem., 68, 2333 (1994).
- 27. Giurg M. and Młochowski J., Polish J. Chem., 71,1093 (1997).
- 28. Bower J.B. and Ramage G.R., J. Chem. Soc., 4506 (1957).
- 29. Mori H., Sakamoto K., Mashito S., Matsuoka Y., Matsubayashi and Sakai K, Chem. Pharm. Bull., 41, 1944(1993).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0020-0056