Tandem Neat Synthesis of Substituted Pyrano[3,2-c]chromen-5-ones: Unraveling the Camphor-10-sulfonic Acid Catalysis

Camphor-10-sulfonic acid (CSA) is valued for its wide range of solubility, user friendliness, cost effectiveness, and catalytic activity. This work presents a catalytic approach using a minimal amount of CSA to promote a one-pot reaction between aromatic aldehydes, acetophenones, and 4-hydroxycoumarin. This tandem neat strategy delivers the desired 2,4-diarylpyrano[3,2-c]chromen-5-one derivatives in excellent yields (65–92%). The product identity was confirmed by 1H and 13C NMR and LCMS characterization. The scalability of the method is demonstrated by achieving consistent yields in gram-scale reactions, highlighting its potential for industrial applications. Mechanistic insights were gained through controlled experiments, providing a valu­able understanding of the role of CSA in catalyzing the formation of the target compounds.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1134/s1070428024603285
Primary Topic
Chemical synthesis and alkaloids
Type
article
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article

Tandem Neat Synthesis of Substituted Pyrano[3,2-c]chromen-5-ones: Unraveling the Camphor-10-sulfonic Acid Catalysis

Vasantha Veerappa Lakshmaiah, Aatika Nizam, Suresh Babu Naidu Krishna, M. Jayalakshmi et al.
1 links
Russian Journal of Organic Chemistry
Chemical synthesis and alkaloids
article

Tandem Neat Synthesis of Substituted Pyrano[3,2-c]chromen-5-ones: Unraveling the Camphor-10-sulfonic Acid Catalysis

Vasantha Veerappa Lakshmaiah, Aatika Nizam, Suresh Babu Naidu Krishna, M. Jayalakshmi, Jyothis Devasia, Ramesh B. Dateer, Jamila Khatoon Adam
article en

Abstract

Camphor-10-sulfonic acid (CSA) is valued for its wide range of solubility, user friendliness, cost effectiveness, and catalytic activity. This work presents a catalytic approach using a minimal amount of CSA to promote a one-pot reaction between aromatic aldehydes, acetophenones, and 4-hydroxycoumarin. This tandem neat strategy delivers the desired 2,4-diarylpyrano[3,2-c]chromen-5-one derivatives in excellent yields (65–92%). The product identity was confirmed by 1H and 13C NMR and LCMS characterization. The scalability of the method is demonstrated by achieving consistent yields in gram-scale reactions, highlighting its potential for industrial applications. Mechanistic insights were gained through controlled experiments, providing a valu­able understanding of the role of CSA in catalyzing the formation of the target compounds.

Russian Journal of Organic ChemistryVol. 61(1)
Jain University (IN), Durban University of Technology (ZA), Christ University (IN)
Openalex Percentile: Top 95%
Chemical synthesis and alkaloids
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Tandem Neat Synthesis of Substituted Pyrano[3,2-c]chromen-5-ones: Unraveling the Camphor-10-sulfonic Acid Catalysis — Vasantha Veerappa Lakshmaiah, Aatika Nizam, et al. · Russian Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS