Cellulose-Supported Metal Nanocomposite as a Green and Reusable Catalyst for One-Pot Multicomponent Synthesis of 2-Amino-4H-Chromene Derivatives

Shahrzad Javanshir,Mohammad Farhadnia

doi:10.3390/ecsoc-18-a019

Abstract

Nanoparticles, especially coated or supported magnetic metal part, have emerged as a new class of nanocatalyst. Simple separation of them using an external magnetic field without any filtration is one of the main features for using this type of catalyst. These catalysts showed both high catalytic activity and high degree of chemical stability in various organic solvents.Multi-component reaction (MCRs) has offered many fascinating and challenging transformation in organic synthesis. The atom-economy, convergent character, operational simplicity, structural diversity, and complexity of the molecules are the major advantages associated with multi-component reactions. Besides this multi-component reactions are emerging as a powerful tool in the synthesis of biologically important compounds.Among the heterocycles, functionally substituted 4H-chromenes have received considerable attention in the field of medicinal chemistry because of their wide range of useful biological properties, which include spasmolytic, diuretic, anticoagulant and anticancer activity. Because of their importance, the methods for their synthesis have become a focus of synthetic organic chemist.In continuation of our interest in the application of nanocatalysts in organic synthesis, cellulose -supported metal nanocomposite used as a catalyst for the one-pot and three component synthesis of different 2-amino-4H-chromene derivatives in good to excellent yield under mild conditions. A good correlation between the amount of surface acid sites as well as the surface morphology of the catalysts and the catalytic activity has been observed. This method has been found to be simple and economical, because the solid support could be recycled and reused without significant loss of its catalytic activity.

Highlights

Multicomponent reactions (MCRs), an important subclass of tandem reactions, are onepot processes in which three or more accessible components react to form a single product that incorporates essentially most or all atoms of the reactants used [1]
MCRs have recently gained a new dimension in the field of designing methods to produce elaborate libraries of biologically active compounds
Due to the important aforementioned properties of chromene derivatives, considerable attention has been focused on the development of environmentally friendly methodologies to synthesize 2-amino-4Hchromene scaffold [4]

Summary

Introduction

Multicomponent reactions (MCRs), an important subclass of tandem reactions, are onepot processes in which three or more accessible components react to form a single product that incorporates essentially most or all atoms of the reactants used [1]. One-pot multicomponent strategies grant remarkable advantages over conventional bimolecular reactions owing to their convergence, atom-economy, operational simplicity, structural diversity and shortness of the synthetic pathway [2]. MCRs have recently gained a new dimension in the field of designing methods to produce elaborate libraries of biologically active compounds. The fusion of biodynamic hetero systems has emerged as a useful tool for the design of new molecular frameworks for potential drugs with diverse pharmacological activities [3]. 4H-Chromene and its derivatives are biologically interesting compounds known for their antimicrobial and antifungal, antioxidant, antitumor, hypotensive, anti-proliferation, local anesthetic, antiallergenic and anti HIV. Due to the important aforementioned properties of chromene derivatives, considerable attention has been focused on the development of environmentally friendly methodologies to synthesize 2-amino-4Hchromene scaffold [4]

Methods

Results

Conclusion