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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2023 Volume 33, Issue 1, Pages 11–13 (Mi mendc292)

This article is cited in 9 papers

Communications

Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates

K. A. Gomonova, V. V. Pelipkoa, I. A. Litvinovb, R. I. Baichurina, S. V. Makarenkoa

a Herzen State Pedagogical University of Russia, St. Petersburg, Russian Federation
b A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation

Abstract: Carbonyl-containing furan-3-carboxylates were obtained by the refluxing of alkyl 3-bromo-3-nitroacrylates and acyclic CH-acids, namely, pentane-2,4-dione and alkyl 3-oxo-butanoates in methanol in the presence of equimolar amounts of potassium acetate. The products can be prepared by the similar processing of 2-nitro-2,3-dihydrofuran-3-carboxy-lates being the intermediates in the total transformation.

Keywords: nitroacrylates, 1-halo-1-nitroethenes, CH-acids, acetylacetone, alkyl acetoacetates, 2,3-dihydrofurancarboxylates, furan-carboxylates, heterocyclization.

Language: English

DOI: 10.1016/j.mencom.2023.01.003



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