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Hydrogen Peroxide Oxidation of N,N-Dimethylhydrazones Promoted by Selenium compounds, Titanosilicalites or Acetonitrile
Giurg M., Młochowski J., Ambrożak A.
Polish Journal of Chemistry
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2002
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Vol. 76 / nr 12
1713-1720
EN
Hydrogen peroxide oxidation of N,N-dimethylhydrazones 1 promoted by title reagents has been investigated. Depending on the substrate nitrile 2 and/or amide 3 accompanied with carboxylic acid 4 and parent carbonyl compounds 5 were obtained. Formation of nitriles 2 with H2O2-acetonitrile system is limited for a few more active substrates. The mechanism of the reaction, based on generated in situ peroxyiminoacetic acid, is presented. A broad spectrum of aliphatic, unsaturated and aromatic nitriles 2 was obtained by oxidation of corresponding N,N-dimethylhydrazones 1 with hydrogen peroxide in the presence of poly(bis-9,10-anthracenyl) diselenide (PADS) (7) as catalyst.
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