Abstract

In this research, a new strategy has been introduced for the synthesis of a series of benzylamino coumarin derivatives. Coumarin and its derivatives are an important class of heterocyclic compounds, which constitute the key core of various natural products. These compounds also exhibit a wide band of biological activities including anti-HIV, antimalarial, insecticides, and antioxidants, antibacterial, antiviral, anticoagulant and anticancer activities. Also these compounds have been used in important clinical applications such as Warfarin, Phenprocoumon, Coumatetralyl, Carbochromen, Bromadialone. Nano magnetic sulfated zirconia (Fe3O4@ZrO2/SO42-) can be used as a magnetic solid acid catalyst for the synthesis of benzylamino coumarin derivatives by the reaction of 4-hydroxycoumarin, cyclic secondary amine and aromatic aldehyde at room temperature in acetonitrile. The catalyst (Fe3O4@ZrO2/SO42-) could be easily separated by the use of an external magnetic field and recycled and reused several times without considerable reduction in its activity.

Highlights

  • Multicomponent reactions (MCRs) are a dominant tool for atom efficient, time, costadvantageous and environmentally waste-free synthesis of complex building blocks of bioactive heterocycles [1]

  • Synthesis of benzylamino coumarin derivatives catalysed by Fe3O4@ZrO2/SO42- at room temperature

  • The effect of catalyst amount on reaction yield was determined, too. The best outcome, in terms of yield and the reaction time was obtained with 70 mg/mmol of Fe3O4@ZrO2/SO42

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Summary

Introduction

Multicomponent reactions (MCRs) are a dominant tool for atom efficient, time, costadvantageous and environmentally waste-free synthesis of complex building blocks of bioactive heterocycles [1]. These compounds exhibit a wide band of biological activities including antibacterial, anti-HIV [2], antiviral [3], anticoagulant [4], antioxidant [5] and anticancer activities [6]. In our preliminary work on multicomponent reactions (MCRs) for the synthesis of various biologically important heterocyclic compounds [9], we wish to report a highly efficient procedure for the preparation of 3-substituted coumarin derivatives via one pot three-component Mannich type reaction using Fe3O4@ZrO2/SO42- as an efficient nano magnetic sulfated zirconia solid acid catalyst,in acetonitrile solvent at room temperature (Scheme 1). Synthesis of benzylamino coumarin derivatives catalysed by Fe3O4@ZrO2/SO42- at room temperature

Results and discussions
Materials and methods
General procedure for the synthesis of benzylamino coumarin
Conclusion
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