Catalyst-Free Synthesis of p-Tolylimino-2H-Chromen-2-One Derivatives at Room Temperature

Abstract

A novel method for the synthesis of nine Schiff Bases from Formyl Coumarin at room temperature has been achieved. Novel p-tolylimino-2H-chromen-2-one derivatives are synthesized using a five-component reaction involving 4-methyl-7-substituted coumarin, dioxane, 4-formyl-7-substituted coumarin, and p-toluidine, and effective medium at 25 °C. Their molecular structure was confirmed through some spectroscopic techniques such as C, H-NMR, FT-IR, and mass spectrometry. A close look at the structure-activity relationship clearly shows the intrinsic antimicrobial activity associated with the structure of these compounds, which in some cases is reinforced by some substitutions and decreases. This study presents an efficient multicomponent protocol, which provides several advantages such as short reaction times, high yields, and easy working up this work.

GRAPHICAL ABSTRACT

Keywords:

• Coumarin
• green synthesis
• room temperature
• selenium dioxide
• schiff bases

Acknowledgments

We gratefully acknowledge financial support from the Yazd Branch, Islamic Azad University, Yazd.

Disclosure statement

No potential conflict of interest was reported by the author(s).