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Electrochemical oxidation of catechol derivatives in the presence of 3-acetyldihydro-2(3H)-furanone: efficient and green method for synthesis of new butyrolactone derivatives

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Abstract

Electro-oxidation of catechols has been studied in the presence of 3-acetyldihydro-2(3H)-furanone as a nucleophile in water–ethanol solution (90:10 v/v), using cyclic voltammetry and controlled-potential coulometry. The results indicate that the electro-generated o-benzoquinone participates in a Michael addition reaction with this nucleophile and via EC mechanism pathway, converted to corresponding catechol derivatives. The products have been characterized after purification by IR, 1H NMR, 13C NMR, and elemental analysis method.

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Acknowledgments

The authors are thankful to the Research Council of Shahrood University of Technology for the support of this work.

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Authors and Affiliations

  1. College of Chemistry, Shahrood University of Technology, Shahrood, Iran

    Mansour Arab Chamjangali, Mohamad Bakherad & Mohsen Ameri

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  1. Mansour Arab Chamjangali
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  2. Mohamad Bakherad
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  3. Mohsen Ameri
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Correspondence to Mansour Arab Chamjangali.

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Arab Chamjangali, M., Bakherad, M. & Ameri, M. Electrochemical oxidation of catechol derivatives in the presence of 3-acetyldihydro-2(3H)-furanone: efficient and green method for synthesis of new butyrolactone derivatives. Monatsh Chem 146, 111–117 (2015). https://doi.org/10.1007/s00706-014-1286-6

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  • DOI: https://doi.org/10.1007/s00706-014-1286-6

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