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<p>In this work, we describe a new protocol to the synthesis of 4-organoselenylisoxazoles using an oxidant system. This transition metal-free method explores the reaction between 1,3-diarylprop-2-yn-1-one <i>O</i>-methyloximes and diorganoyl diselenides in ethanol as solvent, in the presence of Oxone<sup>®</sup> as oxidant at 100&#xa0;°C. A total of thirteen compounds was prepared, including two so far unpublished molecules, in yields ranging from 42 to 99%. Furthermore, some control experiments and a scale-up study were performed, to demonstrate the usefulness of this methodology.</p>

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A new approach to access of 4-organoselenylisoxazoles using the diorganyl diselenide/Oxone® oxidant system

  • 期刊论文

  • 出版模式：

    开放获取

  • 发表日期：

    2025年9月9日

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  • Krigor B. Silva,
  • Stella Q. Fernandes,
  • Helen A. Goulart,
  • Paola S. Hellwig,
  • Eder J. Lenardão,
  • Márcio S. Silva,
  • Gelson Perin

摘要

In this work, we describe a new protocol to the synthesis of 4-organoselenylisoxazoles using an oxidant system. This transition metal-free method explores the reaction between 1,3-diarylprop-2-yn-1-one O-methyloximes and diorganoyl diselenides in ethanol as solvent, in the presence of Oxone® as oxidant at 100 °C. A total of thirteen compounds was prepared, including two so far unpublished molecules, in yields ranging from 42 to 99%. Furthermore, some control experiments and a scale-up study were performed, to demonstrate the usefulness of this methodology.