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

[ Vol. 8 , Issue. 3 ]

Author(s):

Anshu K. Sinha, Chandra M. Srivastava, Gyandshwar K. Rao, Manvika Karnatak, Ved P. Verma* and Varun Rawat*   Pages 316 - 320 ( 5 )

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.

Affiliation:

Amity School of Applied Sciences, Amity University Haryana, Gurugram-122413, Amity School of Applied Sciences, Amity University Haryana, Gurugram-122413, Amity School of Applied Sciences, Amity University Haryana, Gurugram-122413, Department of Chemistry, Banasthali Vidyapith, Banasthali Newai-304022, Rajasthan, Department of Chemistry, Banasthali Vidyapith, Banasthali Newai-304022, Rajasthan, Amity School of Applied Sciences, Amity University Haryana, Gurugram-122413

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