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Electrosynthesis of nitroso compounds from (<Emphasis Type="Italic">1</Emphasis><Emphasis Type="Bold">S</Emphasis>, <Emphasis Type="Italic">2</Emphasis><Emphasis Type="Bold">S</Emphasis>)-2-amino-l-(4-nitrophenyl)-propane-1,3-diol derivatives
Authors:C?V?Cristea  Email author" target="_blank">C?MoinetEmail author  M?Jitaru  I?C?Popescu
Affiliation:(1) Associated Francophone Laboratory, “Babes Bolyai” University, 400028 Cluj-Napoca, Romania;(2) Laboratoire d’Electrochimie et Organométalligues, Institut de Chimie, Université de Rennes I, Campus de Beaulieu, 35042 Rennes cedex, France;(3) Department of Physical Chemistry, “Babes Bolyai” University, 400028 Cluj-Napoca, Romania
Abstract:Nitroso compounds were electrogenerated from (1S, 2S)-2-amino-1-(4-nitrophenyl)-propane-1,3-diol derivatives (derivatives of p-nitrophenylserinol) in a “redox” flow cell equipped with two consecutive porous electrodes of opposite polarities. In spite. of the relative instability in methanol-acetate buffer of the hydroxylamine intermediates produced at the first porous electrode (cathode), the nitroso derivatives were prepared in good yields at the second one (anode). A coupling reaction between some nitroso derivatives and p-toluenesulphinic acid led to N-sulphonylphenylhydroxylamines.
Keywords:(1S  2S)-2-amino-1-(4-nitrophenyl)-propane-1  3-diol derivatives  electrosynthesis  nitroso compounds  N-sulphonylated phenylhydroxylamines  redox flow cell
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