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Current Organocatalysis

Editor-in-Chief

ISSN (Print): 2213-3372
ISSN (Online): 2213-3380

Research Article

Synthesis of 4-Aryldihydrocoumarins via a Sequential Michael Addition- Lactonization Route

Author(s): Anshu K. Sinha, Chandra M. Srivastava, Gyandshwar K. Rao, Manvika Karnatak, Ved P. Verma* and Varun Rawat*

Volume 8, Issue 3, 2021

Published on: 23 February, 2021

Page: [316 - 320] Pages: 5

DOI: 10.2174/2213337208666210223151108

Price: $65

Abstract

Background: Coumarin and its derivatives have attracted the attention of synthetic chemists due to their importance in pharmaceutical and medicinal chemistry. The acid-catalyzed cyclization route constitutes the method of choice to access these important compounds.

Objective: In this paper, we have discussed the synthesis of 4-aryldihydrocoumarins via a one-pot p-sulfonic acid calix[4]arene catalyzed reaction.

Methods: The easily prepared calix[4]arene derivative catalyzes a sequential reaction involving Michael addition followed by intramolecular lactonization to afford the title compound in effective yield.

Results: The described methodology is devoid of any metal salt, thus making it a very appealing protocol to safely produce dihydrocoumarins of pharmacological importance.

Conclusion: The easy recovery, non-toxicity, and reusability of the catalytic system are some of the other advantages of our procedure. In addition, the catalyst efficiency is not compromised after its successive use in reactions.

Keywords: Organocatalysis, calixarene, sequential reactions, coumarins, michael addition, lactonization.

Graphical Abstract


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