Synthesis of furan derivatives employing multicomponent reactions of alkyl bromides in aqueous media

The reaction of 1, 3-dicarbonyl compounds with ethyl bromopyruvate thus led to dihydrofurans in good yields. Dihydrofurans were converted to the corresponding furan derivatives in the presence of p-toluenesulfonic acid (p-TSA). Under similar conditions, however, the reactions of α-haloketones 3-chloropentane-2, 4-dione and methyl 2-chloro-3-oxobutanoate with 1, 3-dicarbonyl compounds led directly to fused furan derivatives in good yields. While, the reaction of phenacyl bromides with 1, 3-dicarbonyl compounds led to either esters or α-substituted acetophenones in moderate yields.

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Publication Details

Journal
Iranian Journal of Organic Chemistry (IranJOC) شیمی آلی ایران
Published
2026-08-27
DOI
https://doi.org/10.82361/1251367
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
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article

Synthesis of furan derivatives employing multicomponent reactions of alkyl bromides in aqueous media

IAU
Iranian Journal of Organic Chemistry (IranJOC) شیمی آلی ایران
Vanadium and Halogenation Chemistry
article

Synthesis of furan derivatives employing multicomponent reactions of alkyl bromides in aqueous media

IAU
article en

Abstract

The reaction of 1, 3-dicarbonyl compounds with ethyl bromopyruvate thus led to dihydrofurans in good yields. Dihydrofurans were converted to the corresponding furan derivatives in the presence of p-toluenesulfonic acid (p-TSA). Under similar conditions, however, the reactions of α-haloketones 3-chloropentane-2, 4-dione and methyl 2-chloro-3-oxobutanoate with 1, 3-dicarbonyl compounds led directly to fused furan derivatives in good yields. While, the reaction of phenacyl bromides with 1, 3-dicarbonyl compounds led to either esters or α-substituted acetophenones in moderate yields.

Iranian Journal of Organic Chemistry (IranJOC) شیمی آلی ایران
Clean water and sanitation
Openalex Percentile: Top 23%
Vanadium and Halogenation Chemistry
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Synthesis of furan derivatives employing multicomponent reactions of alkyl bromides in aqueous media — IAU · Iranian Journal of Organic Chemistry (IranJOC) شیمی آلی ایران (2026) | TGRS Research Map | TGRS