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Synthesis 2003(2): 0198-0200
DOI: 10.1055/s-2003-36824
DOI: 10.1055/s-2003-36824
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Ultrasonically Activated Oxidation of Hydroquinones to Quinones Catalysed by Ceric Ammonium Nitrate Doped on Metal Exchanged K-10 Clay
Further Information
Received
4 September 2002
Publication Date:
22 January 2003 (online)
Publication History
Publication Date:
22 January 2003 (online)
Abstract
We have accomplished the oxidation of hydroquinones to quinones in quantitative yields using catalytic quantity of ceric ammonium nitrate doped on various metal-exchanged K-10 clay, as a mild and efficient reagent, by ultrasonic activation. The exchanged cations examined were Fe3+, Cu2+, Ce4+ and K-10 clay itself. The best results were obtained using Fe3+-Mont. K-10 clay.
Key words
ultrasound - Fe3+-Mont. K-10 clay - ceric ammonium nitrate - hydroquinones - quinones
-
1a
Mason TJ. Chem. Soc. Rev. 1997, 26: 443 -
1b
Luche J.-L. Synthetic Organic Sonochemistry Kluwer Academic/Plenum Publishers; Hingham: 1998. -
1c
Cintas P.Luche J.-L. Green Chem. 1999, 115 -
1d
Sulman M. Russ. Chem. Rev. 2000, 69: 165 - 2
Ho T.-L. In Organic Syntheses by Oxidation with Metal CompoundsMils WJ.de Jonge CrHI. Plenum; New York: 1986. -
3a
Ho TL.Hall TW.Wong CM. Chem. Ind. (London) 1972, 729 -
3b
Fischer A.Henderson GN. J. Chem. Soc., Chem. Comm. 1985, 641 - 4
Balogh M.Laszlo P. Organic Chemistry Using Clays Springer-Verlag; New York: 1993. -
5a
Nikalje MD.Phukan P.Sudalai A. Org. Prep. Proced. Int. 2000, 32: 1 -
5b
Laszlo P. Acc. Chem. Res. 1986, 19: 121 - 6
Kohn M.Sussmann J. Monatsh. Chem. 1927, 48: 203 - 7
Ishii F.Kishi K.-I. Synthesis 1980, 706 - 8
Jempty TC.Gogins KAZ.Mazur Y.Miller LL. J. Org. Chem. 1981, 46: 4545 - 9
Willstatter R.Pfannenstiel A. Ber. Dtsch. Chem. Ges. 1904, 37: 4744 - 10
Bosch E.Rathore R.Kochi JK. J. Org. Chem. 1994, 59: 2529 - 11
Sakamoto T.Yonehara H.Pac C. J. Org. Chem. 1997, 62: 3194 - 12
Hwang DR.Chang YC.Wang SK.Uang BJ. Synlett 1999, 77 - 13
Laszlo P.Moison H. Chem. Lett. 1989, 1031 - 14
Fischer A.Henderson GN. Synthesis 1985, 641