Brønsted acidic ionic liquid as the efficient and reusable catalyst for synthesis of coumarins via Pechmann condensation under solvent-free conditions

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  • Abdol Reza Hajipour1,
  • Nafisehsadat Sheikhan2,
  • Mohammad Ali Alaei1,
  • Amin Zarei3,
  1. Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Islamic Republic of Iran
  2. Department of Chemistry, Faculty of Sciences, Najafabad Branch, Islamic Azad University, Najafabad, Esfahan, P.O. Box 517, Iran.
  3. Department of Science, Fasa Branch, Islamic Azad University, PO Box No. 364, Fasa 7461713591, Fars, Iran.

Published in Issue 2024-02-03

How to Cite

Hajipour, A. R., Sheikhan, N., Alaei, M. A., & Zarei, A. (2024). Brønsted acidic ionic liquid as the efficient and reusable catalyst for synthesis of coumarins via Pechmann condensation under solvent-free conditions. Iranian Journal of Catalysis, 5(3). https://oiccpress.com/ijc/article/view/3856

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Abstract

A mild and efficient method has been developed for the preparation of substituted coumarins from reaction of various phenols with different β-ketoesters via Pechmann condensation in the presence of Brønsted acidic ionic liquid (N-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate) as an effective catalyst under solvent-free conditions. Different phenols reacted with ethyl acetoacetate to produce the corresponding substituted coumarins in high to excellent yields and short reaction times. Moreover, [TEBSA][HSO4] has been used as an effective green catalyst for the synthesis of coumarin derivatives under solvent-free conditions. Using the relatively non-toxic (halogen-free) and reusable Brønsted acidic ionic liquid, high catalytic efficiency, high yields, short reaction times and straightforward work-up are advantages of this protocol.

Keywords

  • Bronsted acidic ionic liquid,
  • Coumarins,
  • N-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate ([TEBSA][HSO4]),
  • β-ketoesters
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