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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2008 - Issue 1
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Original Articles

KF/Al2O3 as a Highly Efficient, Green, Heterogeneous, and Reusable Catalytic System for the Solvent-Free Synthesis of Carboacyclic Nucleosides via Michael Addition Reaction

, , , , , , , & show all
Pages 139-157 | Received 15 Jun 2008, Published online: 15 Feb 2011
 

Abstract

KF/Al2O3 acts as an efficient catalytic system for the synthesis of carboacyclic nucleosides via Michael addition of pyrimidine and purine nucleobases to α,β-unsaturated esters under solvent-free and microwave conditions. Using this method, the title compounds are produced in good to excellent yields and short reaction times.

ACKNOWLEDGMENTS

We appreciate Payame Noor University (PNU) and Persian Gulf University Research Councils for the financial support of this work.

Notes

a Isolated yield.

a Isolated yield.

b This reaction was carried out in the absence of TBAB.

c This reaction was performed in the presence of TBAB without KF/Al2O3.

a Isolated yield.

a Isolated yield.

b In this reaction, the α,β-unsaturated ester/nucleobase ratio (mol/mol) was 1.1/1.

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