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Abstract <p>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-<i>c</i>]chromen-5-one derivatives in excellent yields (65–92%). The product identity was confirmed by <sup>1</sup>H and <sup>13</sup>C 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.</p>

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

  • 期刊论文

  • 发表日期：

    2025年1月1日

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  • M. Jayalakshmi,
  • J. Devasia,
  • A. Nizam,
  • V. L. Vasantha,
  • S. B. N. Krishna,
  • J. K. Adam,
  • R. B. Dateer

摘要

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.