Efficient Synthesis of Bis(indolyl)methane Compounds in the Presence of Recyclable Nickel Oxide/Alumina Nanocatalyst

Bis(indolyl)methane derivatives, known for anticancer, antimicrobial, and antioxidant properties, have garnered significant research interest. This study reports an efficient and environmentally friendly method for synthesizing bis(indolyl)methanes via a one-pot reaction between indole and aromatic aldehydes using a nickel oxide/alumina nanocatalyst. The catalyst was prepared by co-precipitation of nickel nitrate hexahydrate and urea in the presence of γ-Al2O3, followed by calcination, and characterized using TEM and SEM techniques to confirm its nanoscale morphology. The reactions were performed in water as a solvent under reflux conditions, giving high product yields (up to 97%) within short reaction times (15 min). All the catalyst is inferior of the known CeO2 catalyst, it allows the use of water instead of chloroform as a solvent. The catalyst was successfully recycled up to five times without significant loss in efficiency, demonstrating its stability and reusability. Experimental methods included monitoring the reaction progress using thin-layer chromatography and product characterization by IR and NMR spectroscopy. The proposed method for the synthesis of bis(indolyl)methane derivatives offers advantages such as simple product separation, low catalyst consumption, and minimal purification losses, presenting a sustainable and effective approach for the synthesis of bis(indolyl)methanes.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2024-12-01
DOI
https://doi.org/10.1134/s1070428024130190
Citations
1
Primary Topic
Synthesis of Indole Derivatives
Type
article
Field-Weighted Citation Impact
0.25
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article

Efficient Synthesis of Bis(indolyl)methane Compounds in the Presence of Recyclable Nickel Oxide/Alumina Nanocatalyst

Omid Marvi, Bita Baghernejad, Hamoun Naseri
1 citations
Russian Journal of Organic Chemistry
Synthesis of Indole Derivatives
0.25
article

Efficient Synthesis of Bis(indolyl)methane Compounds in the Presence of Recyclable Nickel Oxide/Alumina Nanocatalyst

Omid Marvi, Bita Baghernejad, Hamoun Naseri
article en
1 citations

Abstract

Bis(indolyl)methane derivatives, known for anticancer, antimicrobial, and antioxidant properties, have garnered significant research interest. This study reports an efficient and environmentally friendly method for synthesizing bis(indolyl)methanes via a one-pot reaction between indole and aromatic aldehydes using a nickel oxide/alumina nanocatalyst. The catalyst was prepared by co-precipitation of nickel nitrate hexahydrate and urea in the presence of γ-Al2O3, followed by calcination, and characterized using TEM and SEM techniques to confirm its nanoscale morphology. The reactions were performed in water as a solvent under reflux conditions, giving high product yields (up to 97%) within short reaction times (15 min). All the catalyst is inferior of the known CeO2 catalyst, it allows the use of water instead of chloroform as a solvent. The catalyst was successfully recycled up to five times without significant loss in efficiency, demonstrating its stability and reusability. Experimental methods included monitoring the reaction progress using thin-layer chromatography and product characterization by IR and NMR spectroscopy. The proposed method for the synthesis of bis(indolyl)methane derivatives offers advantages such as simple product separation, low catalyst consumption, and minimal purification losses, presenting a sustainable and effective approach for the synthesis of bis(indolyl)methanes.

Russian Journal of Organic ChemistryVol. 60(S1)
Payame Noor University (IR)
Openalex Percentile: Top 45%
Synthesis of Indole Derivatives
0.25
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