Efficient Synthesis and Antioxidant Activity Evaluation of Novel Fused Indenofurane Derivatives Using Fe3O4-Magnetic Nanoparticles

An efficient one-pot procedure was investigated for the synthesis of new indenofuran derivatives employing poly-phenols and ninhydrins in the presence of magnetically reusable Fe 3 O 4 magnetic nanoparticles (Fe 3 O 4 MNPs) in acetonitrile at different temperatures. Application of nanocatalysts for...

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Bibliographic Details
Published in:Polycyclic aromatic compounds 2023-08, Vol.43 (7), p.6336-6350
Main Authors: Rozeh, Peyman, Shahvelayati, Ashraf Sadat, Khalil Moghaddam, Shiva
Format: Article
Language:English
Subjects:
Acetic acid
Acetonitrile
antioxidant
Antioxidants
Biological activity
Catalysts
Catalytic activity
Furans
indenofurans
Iron oxides
magnetic nanoparticles
Nanoparticles
ninhydrin
one-pot reaction
Pesticides
Phenols
Polyphenols
Scavenging
Synthesis
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Summary:An efficient one-pot procedure was investigated for the synthesis of new indenofuran derivatives employing poly-phenols and ninhydrins in the presence of magnetically reusable Fe 3 O 4 magnetic nanoparticles (Fe 3 O 4 MNPs) in acetonitrile at different temperatures. Application of nanocatalysts for these reactions caused high efficiency, easy separation of products and clean reactions in a shorter time. Also, a study of antioxidant properties of synthesized compounds was performed using DPPH radical scavenging method and the impact of structural changes on these properties was investigated. The best antioxidant effect was seen for 3a with IC 50 0.039 mM relative to BHT as the positive control (0.051 mM). In this paper, it was described that Fe 3 O 4 MNPs can be used instead of glacial acetic acid to synthesize new indenofurane derivatives. The Fe 3 O 4 magnetic nanoparticles improved the yield of the products and demonstrated significant reusable activity. This cost-effective catalyst has the advantages of high product yields and simple work-up procedures as well as high thermal and mechanical stability. HIGHLIGHTS Indeno[1,2-b]furans are attractive scaffolds because of their efficiency of synthesis and bioactivity properties. Indeno[1,2-b]furans, in particular, received considerable attention from a synthetic and biological perspective. During the synthesis of Indenofuran compounds, the Fe 3 O 4 nanocatalyst shows better catalytic activity than their bulk-sized samples and also other catalysts. Efficient nanocatalyst with easy recovery and reusability.
ISSN:1040-6638
1563-5333
DOI:10.1080/10406638.2022.2117209