Catalyst‐Free Green Synthesis and Biological Study of Novel Cyclopentapyrrols Employing Multicomponent Reactions of Meldrum's Acid

ABSTRACT A novel multicomponent reaction strategy was employed to achieve high‐yield synthesis of new cyclopentapyrrol derivatives. The methodology involved the use of vinilydene Meldrum's acid, ethyl 2‐amino‐4‐dioxo‐4‐arylbutanoates, alkyl bromides and primary amines. The reaction was carried out at the reaction temperature in an aqueous medium. The antioxidant properties of the newly synthesized compounds are attributed to the presence of the NH functional group, and were confirmed through two standard evaluation methods. The antibacterial activity of the synthesized cyclopentapyrrols was assessed using the disc diffusion technique against two Gram‐negative bacterial strains. Additionally, these compounds demonstrated inhibitory effects against Gram‐positive bacteria. This synthetic approach offers several advantages, including high product yields, short reaction times, and straightforward product isolation procedures.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2025-10-08
DOI
https://doi.org/10.1002/jhet.70111
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
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article

Catalyst‐Free Green Synthesis and Biological Study of Novel Cyclopentapyrrols Employing Multicomponent Reactions of Meldrum's Acid

Fariba Zamani Hargalani, Faezeh Shafaei, Zinatossadat Hossaini, Hadi Jouladehroodbar
Journal of Heterocyclic Chemistry
Multicomponent Synthesis of Heterocycles
article

Catalyst‐Free Green Synthesis and Biological Study of Novel Cyclopentapyrrols Employing Multicomponent Reactions of Meldrum's Acid

Fariba Zamani Hargalani, Faezeh Shafaei, Zinatossadat Hossaini, Hadi Jouladehroodbar
article en

Abstract

ABSTRACT A novel multicomponent reaction strategy was employed to achieve high‐yield synthesis of new cyclopentapyrrol derivatives. The methodology involved the use of vinilydene Meldrum's acid, ethyl 2‐amino‐4‐dioxo‐4‐arylbutanoates, alkyl bromides and primary amines. The reaction was carried out at the reaction temperature in an aqueous medium. The antioxidant properties of the newly synthesized compounds are attributed to the presence of the NH functional group, and were confirmed through two standard evaluation methods. The antibacterial activity of the synthesized cyclopentapyrrols was assessed using the disc diffusion technique against two Gram‐negative bacterial strains. Additionally, these compounds demonstrated inhibitory effects against Gram‐positive bacteria. This synthetic approach offers several advantages, including high product yields, short reaction times, and straightforward product isolation procedures.

Journal of Heterocyclic ChemistryVol. 63(1)
Islamic Azad University, Tehran (IR), Islamic Azad University, Science and Research Branch (IR), University of Tehran (IR), Qaemshahr Islamic Azad University (IR), Iran University of Science and Technology (IR)
Openalex Percentile: Top 79%
Multicomponent Synthesis of Heterocycles
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