A Green One-Pot Synthesis of 4-Hydroxychromenylarylmethyl- 6-Hydroxypyrimidine-2,4-Diones Using Titanium Dioxide Nanowires as an Effective and Recyclable Catalyst

Author(s): Khalil Eskandari, Bahador Karami

Journal Name: Combinatorial Chemistry & High Throughput Screening
Accelerated Technologies for Biotechnology, Bioassays, Medicinal Chemistry and Natural Products Research

Volume 19 , Issue 9 , 2016

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Aim and objective: Since a wide range of biological and pharmaceutical activities of barbituric acid, 4-hydroxycoumarin and their derivatives have been disclosed until now, in the domain of our interest to find newly catalytic routes for highly efficient synthesis of potentially interesting biologically active organic compounds, and extension of their areas, herein we introduce a three component combinatorial reaction based on (N,N-dimethyl)barbituric acid and 4- hydroxycoumarin scaffolds.

Material and method: All starting materials were purchased from Merck chemical company and were applied without further purifications. Catalytic reaction between barbituric acid (or N,N-dimethyl barbituric acid), 4-hydroxycoumarin, and a wide range of aryl aldehydes by employing titanium dioxide nanowires (TiO2 NWs) is successfully performed under solvent-free conditions at 100 °C, and led efficiently to obtain target products.

Results: From loading above mentioned three component reaction, starting materials in the presence of catalytic amounts of TiO2 NWs as a key factor were condensed together via three C-C bond formation to obtain 12 newly prepared compounds. This procedure profits some advantages such as an efficiency, environmental safety and high recyclability of nano-catalyst.

Conclusion: In this work, by the use of a green adapted method in a condensation three component reaction catalyzed by TiO2 NWs as an efficient nano-catalyst, some newly prepared products were prepared in a one pot, and the scope of potentially interesting biologically active organic compounds which can be duly considered by biologists and pharmacologists was developed.

Keywords: Barbituric acid derivatives, three component reaction, green procedure, TiO2 nanowires, recyclable catalyst, solvent-free reaction.

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Article Details

Year: 2016
Page: [728 - 734]
Pages: 7
DOI: 10.2174/1386207319666160907124849
Price: $65

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