SYNTHESIS OF FURAN AND DIHYDROFURAN DERIVATIVES <i>via</i> FEIST–BENARY REACTION IN THE PRESENCE OF AMMONIUM ACETATE IN AQUEOUS ETHANOL

Authors

  • Maryam Ghazvini Department of Chemistry, Payame Noor University, P.O. Box: 19395-4697, Tehran
  • Ashraf S. Shahvelayati Department of Chemistry, Islamic Azad University Shahr-e Rey Branch, P.O. Box: 144-18155, Tehran
  • Ali Sabri Department of Chemistry, Payame Noor University, P.O. Box: 19395-4697, Tehran
  • Fatemeh Zeinali Nasrabadi Department of Chemistry, Payame Noor University, P.O. Box: 19395-4697, Tehran

DOI:

https://doi.org/10.1007/2824

Keywords:

1, 3-dicarbonyl compounds, dihydrofuran, ethyl bromopyruvate, furan, phenacyl bromide, Feist–Benary reaction

Abstract

An efficient synthesis of dihydrofurans and furans by a reaction between 1,3-dicarbonyl compounds and ethyl bromopyruvate, ethyl 2-chloroacetoacetate, or 3-chloroacetylacetone in the presence of ammonium acetate in aqueous ethanol is described. When the reaction was performed with a phenacyl bromide, O-alkylation of 1,3-dicarbonyl compounds occurred without cyclization.

How to Cite
Ghazvini, M.; Shahvelayati, A. S.; Sabri, A.; Zeinali Nasrabadi, F. Chem. Heterocycl. Compd. 2016, 52, 161. [Khim. Geterotsikl. Soedin. 2016, 52, 161.]

For this article in the English edition see DOI 10.1007/s10593-016-1854-2

Author Biography

Ashraf S. Shahvelayati, Department of Chemistry, Islamic Azad University Shahr-e Rey Branch, P.O. Box: 144-18155, Tehran

Ashraf Sadat Shahvelayati

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Published

2016-04-11

Issue

Vol. 52 No. 3 (2016)

Section

Original Papers