Green and Catalyst-Free One-Pot Synthesis of Anthranilamide Schiff Bases: An Approach Toward Sirtinol

Abstract

A novel and simple method for the green one-pot synthesis of anthranilamide Schiff bases is described. The reported Schiff bases are obtained via the reaction of isatoic anhydride, amines, and aromatic aldehydes in water at room temperature, without using any catalysts. No cyclization toward 2,3-dihydro-4(1H)-quinazolinones occurred in this method and anthranilamide Schiff bases were produced exclusively. This approach offers a green method to prepare the medicinally important Schiff base sirtinol and other bioactive anthranilamide Schiff bases.

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GRAPHICAL ABSTRACT

Keywords:

• 2-Aryl-N-substituted-benzamides
• isatoic anhydride
• multicomponent reactions (MCRs)
• Schiff base

ACKNOWLEDGMENTS

This research was supported by grants from the research council of Tehran University of Medical Sciences and the Iran National Science Foundation (INSF).

Notes

^a Isolated yields.