Nano-sawdust–BF3 as a new, cheap, and effective nano catalyst for one-pot synthesis of 2-amino benzo[h]chromene derivatives

Bahareh Sadeghi,Iman Zarepour

doi:10.1007/s40097-015-0162-1

Bahareh Sadeghi, Iman Zarepour

Open Access

https://doi.org/10.1007/s40097-015-0162-1

Copy DOI

Abstract

An atom-efficient, three-component synthetic methodology has been developed for the preparation of biologically important 2-amino benzo[h]chromene using nano-sawdust–BF3 as a new catalyst. The reaction involves the use of 2-naphthol, malononitrile, and various aldehydes. A wide range of aldehydes is compatible in this reaction, producing excellent yields in short time. The morphology of nanocatalyst (nano-sawdust–BF3) was observed using a scanning electron microscopy. Also, the sawdust–BF3 surface was studied by energy dispersive X-ray spectroscopic method to find out the chemical composition.

Highlights

Multi-component, one-pot synthesis have become one of the most attractive reactions due to their vast applications such as high selectivity, mild reaction condition and construction of several bonds in a single operation. These reactions are widely applied in pharmaceutical chemistry for producing different structures and combinatorial libraries for drug discovery [1]. 2-amino benzo[h]chromene are some examples of multi-component reactions. 4H-chromenes and fused 4H-chromene derivatives are attractive, because they generally show biological & Bahareh Sadeghi bsadeghia@gmail.com; sadeghi@iauyazd.ac.ir
In continuation of our investigation into the application of solid acids in organic synthesis, we studied the application of sawdust as a green, inexpensive and available surface to synthesis of solid acid nano catalyst
The catalytic activity of nanoparticles was investigated for synthesis of 2-amino benzo[h]chromene derivatives, by the condensation of an aldehyde 1a–k, malononitrile 2 and 2-naphthol 3 (Scheme 1)

Summary

Introduction

Multi-component, one-pot synthesis have become one of the most attractive reactions due to their vast applications such as high selectivity, mild reaction condition and construction of several bonds in a single operation. These reactions are widely applied in pharmaceutical chemistry for producing different structures and combinatorial libraries for drug discovery [1]. In continuation of our previous research on the use of solid nano catalyst in organic synthesis [14,15,16,17,18,19,20,21], the nano-sawdust–BF3 as a new catalyst has been applied for the synthesis of 2-amino benzo[h]chromene derivatives. After completion of the reaction, catalyst was separated and washed with ethanol

Results and discussions

B Kα F Kα O Kα

Conclusions

Methods