4.7 Article

Cyclic voltammetry-assisted mechanistic evaluation of sulfonamide synthesis. A simple and green method for the synthesis of N-(1-hydroxynaphthalen-2-yl)benzenesulfonamide derivatives

Journal

JOURNAL OF ELECTROANALYTICAL CHEMISTRY
Volume 810, Issue -, Pages 161-170

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jelechem.2018.01.001

Keywords

2-Nitroso-1-naphthol; Sulfonamide; Cyclic voltammetry; Potential-pH diagram; Michael-type addition reaction

Funding

  1. Bu-Ali Sina University Research Council
  2. Center of Excellence in Development of Environmentally Friendly Methods for Chemical Synthesis (CEDEFMCS)

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The electrochemical oxidation of 2-nitroso-1-naphthol (2N1N) in the absence and presence of some arylsulfinic acids in aqueous buffer/ethanol (30/70 v/v) mixtures has been studied. We were able to determine the pH dependence behavior of 2N1N on the one hand and the changes on the voltammetric response of 2N1N that are caused by arylsulfinic acids, on the other hand. In addition, some new sulfonamide derivatives have been synthesized from the reaction of 2N1N with arylsulfinic acids, via a very simple and green method.

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