• Bulletin of the Korean Chemical Society
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• v.9 no.5
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• pp.322-324
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• 1988

Selective reduction of aldoximes and ketoximes with lithium borohydride in tetrahydrofuran was investigated. Thus, aldoximes and cyclic ketoximes such as hexanaldoxime, heptanaldoxime, cyclopentanone oxime and cyclohexanone oxime were reduced smoothly to the corresponding N-monosubstituted hydroxylamines at room temperature in 65-93% yield. The reduction of alicyclic ketoxime was very slow, requiring somewhat high reaction temperature ($65^{\circ}C$) for the complete reduction to give the hydroxnylamines. The reduction of aromatic oximes such as benzaldoxime and acetophenone oxime was very sluggish, giving a mixture of the corresponding hydroxylamines and amines at $65^{\circ}C$.

• Bulletin of the Korean Chemical Society
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• v.25 no.9
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• pp.1307-1308
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• 2004

• Bulletin of the Korean Chemical Society
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• v.2 no.1
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• pp.1-8
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• 1981

Electrochemical reduction of nitrobenzene and substituted nitrobenzenes on lead electrode was studied by galvano-static measurements and cyclic voltammetry in basic ethanol-water solvents. Nitroso compounds or hydroxylamines were detected as the main reduction product depending on the potential. Mechanisms of production and further reduction of substituted and unsubstituted nitrosobenzenes are deduced from Tafel slope, pH dependence and reaction order. The reduction of most of the substituted nitrobenzenes to corresponding nitrosobenzene derivatives seemed to follow the reaction mechanism of nitrobenzene reduction with a few exceptions. A Hammett type relationship between the magnitude of the reduction current and the kinds of substituents was found with the ${\rho}$ value of 0.54.