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The electrooxidation of 3-substituted catechols (1a–1c) has been studied in the presence of 2-phenyl-1,3-indandione (3) in water + acetonitrile (90/10 v/v) solution, using the electrochemical and spectroelectrochemical methods. The o-benzoquinones (2a–2c) derived from catechols (1a–1c) precipitate out according toMichael addition reactionswith 2-phenyl-1,3-indandione (3) to form the corresponding 2-(3,4-dihydroxyphenyl)-2- phenyl-2H-indene derivatives (5a–5c). An EC mechanism was proposed for the electrode process. The efficient electrochemical syntheses of the new catechol derivatives (5a-5c) were performed at a carbon rod electrode in an undivided cell at high yields.
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Tom
Strony
237--247
Opis fizyczny
Bibliogr. 18 poz., rys.
Twórcy
autor
autor
autor
autor
autor
- Department of Chemistry, Razi University, Kermanshah, Iran
Bibliografia
- 1. Kadieva M.G. and Oganesyan E.T., Chem. Heterocycl. Compd. (Eng. Transl.), 33, 1245 (1997).
- 2. Tplmach E.L., Kudryavtsev A.B., Zheltov A.Ya. and Sepanov B.I., J. Org. Chem. USSR (Eng. Transl),25, 1594(1989).
- 3. Maeda S., Masuda H. and Tokoroyama T., Chem. Pharm. Bull., 42, 2536 (1994).
- 4. Zotova S.A., Korneeva T.M., Shvedov V. I., Fadeeva N.I. and Leneva I.A., Pharm. Chem. J.(Eng. Transl.), 29, 57 (1995).
- 5. Golabi S.M. and Nematollahi D., J. Electroanal. Chem., 420, 127 (1997).
- 6. Nematollahi D. and Forooghi Z., Tetrahedron, 58, 4949 (2002).
- 7. Nematollahi D. and Goodarzi H., J. Org. Chem., 67, 5036 (2002).
- 8. Nematollahi D. and Rahchamani R.A., J. Electroanal. Chem., 520, 145 (2002).
- 9. Nematollahi D., Habibi D., Rahmati M. and Rafiee M., J. Org. Chem., 69, 2637 (2004).
- 10.Nematollahi D. and Rafiee M., J. Electroanal. Chem., 566, 31 (2004).
- 11. Shahrokhian S. and Hamzehloei A., Electrochem. Commun., 5, 706 (2003).
- 12. Sun H.R., Yang Y.X., Liu G.F. and Gao X.Z., J. Porphyrins Phtalocyanines, 3, 712 (1999).
- 13. Shamsipur M., Hemmateenejad B., Babaei A. and Faraj-Sharabiani L., J. Electroanal. Chem., 570,227 (2004).
- 14. Papouchado L., Petrie G. and Adams R.N., J. Electroanal. Chem., 38, 389 (1972).
- 15. Young T.E., Griswold J.R. and Hulbert M.H., J. Org. Chem., 39, 1980 (1974).
- 16. Rayn M.D., Yueh A. and Wen-Yu C., J. Electrochem. Soc., 127, 1489 (1980).
- 17. Bard A. J. and Faulkner L.R., Electrochemical Methods, 2nded, Wiley: New York, 2001, pp. 496-500.
- 18. CS ChemDraw Ultra, Version 8.0, Cambridge Soft Corporation, 100 Cambridge Park Drive, Cambridge.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ5-0008-0029