Efficient synthesis of functionalized furans using multicomponent reactions of ethyl bromopyruvate

The reaction of dialkylacetylenedicarboxylates or diaroylacetylenes with ethyl bromopyruvate in the presence of enaminones led to 2-ethyl 3,4-dialkyl 4-bromo-4,5-dihydro-2,3,4-furan tricarboxylates or ethyl 3,4-diaroyl-4-bromo-4,5-dihydro-2-furoate, in excellent yield. These compounds are quantitatively converted to the corresponding 2,3,4-trisubstituted furans by 4-dimethylaminopyridine.

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Publication Details

Published
2025-03-24
DOI
https://doi.org/10.82361/iranjoc.2025.1202652
Primary Topic
Synthesis and Characterization of Pyrroles
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article
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article

Efficient synthesis of functionalized furans using multicomponent reactions of ethyl bromopyruvate

IAU
Synthesis and Characterization of Pyrroles
article

Efficient synthesis of functionalized furans using multicomponent reactions of ethyl bromopyruvate

IAU
article en

Abstract

The reaction of dialkylacetylenedicarboxylates or diaroylacetylenes with ethyl bromopyruvate in the presence of enaminones led to 2-ethyl 3,4-dialkyl 4-bromo-4,5-dihydro-2,3,4-furan tricarboxylates or ethyl 3,4-diaroyl-4-bromo-4,5-dihydro-2-furoate, in excellent yield. These compounds are quantitatively converted to the corresponding 2,3,4-trisubstituted furans by 4-dimethylaminopyridine.

Clean water and sanitation
Openalex Percentile: Top 32%
Synthesis and Characterization of Pyrroles
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Efficient synthesis of functionalized furans using multicomponent reactions of ethyl bromopyruvate — IAU · (2025) | TGRS Research Map | TGRS