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

Maryam Ghazvini, Ashraf S. Shahvelayati, Ali Sabri, Fatemeh Zeinali Nasrabadi
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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


Keywords


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

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