Oxidation of organosulphur compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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562 30, 562115, C07D49948

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active

056210973

ABSTRACT:
A process for the oxidation of organosulphur compounds with hydrogen peroxide is provided. The process employs solid supported polyacids comprising tungsten, molybdenum and/or vanadium as catalysts. The supports are selected from compounds, preferably oxides, of Group IIa, IIb, IIIb, IVa and IVb elements, and strong base ion exchange resins. Certain embodiments of the process provide for the oxidation of sulphides to sulphoxides or sulphones, particularly for the oxidation of penicillins to penicillin sulphoxides. Other embodiments of the process provide for the selective oxidation of thiols to sulphoxides.

REFERENCES:
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Chemical Abstract 91:73935x, "Liquid-phase oxidation of alkyl sulfides catalyzed by a heteropoly acid", 22-Physical Org. Chem., vol. 91, 1979, p. 537.
Castello, J.C. et al., "Sistemas cataliticos de oxidacion II: Oxidacion de sulfuros a sulfoxidos . . . ", Afinidad XLIII 406, Nov.-Dec. 1986, pp. 505-507.
Ballistreri et al., "Oxygen Transfer Processes to Sulfides and Sulfoxides Mediated by Cetylpyridinium Tetrakis (diperoxomolybdo) phosphate", Journal of Molecular Catalysis, 68, (1991), pp. 269-275.
Ballistreri et a., "Reactivity of Peroxyopolyoxo Complexes. Oxidation of Thioethers, Alkenes and Sulfoxides by Tetrahexylammonium Tetrakis (diperoxomolybdo) phosphate", J. Org. Chem., 1992, 57, 7074-7077.
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