Synthesis of furan and dihydrofuran derivatives via Feist–Benary reaction in the presence of ammonium acetate in aqueous ethanol

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...

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Bibliographic Details
Published in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2016-03, Vol.52 (3), p.161-164
Main Authors: Ghazvini, Maryam, Shahvelayati, Ashraf Sadat, Sabri, Ali, Nasrabadi, Fatemeh Zeinali
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Ethanol
Organic Chemistry
Pharmacy
Thiophene
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Summary: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.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-016-1854-2