A Green Solventless Protocol for the Synthesis ofβ-Enaminones andβ-Enamino Esters Using Silica Sulfuric Acid as a Highly Efficient, Heterogeneous and Reusable Catalyst

Alireza Hasaninejad,Ahmad Reza Moosavi-Zare,Mohammad Rez Mohammadizadeh,Abdolkarim Zare,Mohsen Shekouhy

doi:10.1155/2010/829547

Alireza Hasaninejad, Ahmad Reza Moosavi-Zare + Show 3 more

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https://doi.org/10.1155/2010/829547

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Abstract

Silica sulfuric acid is utilized as a green, highly efficient, heterogeneous and recyclable catalyst for the preparation ofβ-enaminones andβ-enamino esters from amines andβ-dicarbonyl compounds under solvent-free conditions at 80 °C. Using this method, the title compounds are produced in high to excellent yields and in short reaction times.

Highlights

Introduction β-Enaminones and β-enamino esters have been extensively used as key intermediates in organic synthesis[1,2,3] and the chemistry of these compounds have been reviewed[4]
Due to their wide range of activity and importance, several methods have been developed for the synthesis of β-enaminones and β-enamino esters
Other synthetic approaches to β-enaminones include the cyclization of amino acids[31], reductive cleavage of isoxazoles[32], condensation of methyl ketones with dimethylformamide dimethylacetal in the presence of equimolar amounts of [BMIM]BF433, substitution of the imidoylbenzotriazoles, with trimethylsilyl (TMS) enol ethers[34] and aminolysis of dithioacetals mediated by copper acetate[35]

Summary

Introduction

Introduction βEnaminones and β-enamino esters have been extensively used as key intermediates in organic synthesis[1,2,3] and the chemistry of these compounds have been reviewed[4]. Due to their wide range of activity and importance, several methods have been developed for the synthesis of β-enaminones and β-enamino esters.

Results

Conclusion