A facile synthesis of 5-(perfluoroalkyl)-pyrimidines
- 1 January 1975
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 2 (11) , 2183-2192
- https://doi.org/10.1093/nar/2.11.2183
Abstract
In the paper a synthetic two stage procedure is described for the preparation of perfluoroalkylated derivatives of uracil and its nucleosides. Using copper bronze a perfluoroalkyl-copper-complex is formed from perfluoralkyl iodides in polar aprotic solvents, such as DMSO, and under inert conditions. The reaction of this complex with uracil, uridine and 2-deoxyuridine leads to the corresponding 5-substituted perfluoralkyl derivatives. It is shown by mass spectra that the substitution always takes place at the 5-position of the pyrimidine. The chemical and physical properties of the formed compounds are described.Keywords
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- Fluorinated pyrimidinesBiochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis, 1965
- Use of Sulfur Tetrafluoride in Syntheses of Potential Anticancer AgentsJournal of Pharmaceutical Sciences, 1963