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

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.

Keywords:

• Carboacyclic nucleoside
• KF/Al₂O₃
• Michael addition
• microwave
• nucleobase
• solvent-free

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.