Studies on organic fluorine compounds. Part 35. Trifluoromethylation of pyrimidine- and purine-nucleosides with trifluoromethyl–copper complex
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 2755-2761
- https://doi.org/10.1039/p19800002755
Abstract
Halogenated nucleoside derivatives were trifluoromethylated using a solution of a trifluoromethyl–copper complex, which was prepared by shaking trifluoromethyl iodide and copper powder in hexamethylphosphoric triamide and filtering off the excess of copper powder. The following trifluoromethylated nucleosides were obtained in moderate to good yields: 5-trifluoromethyl-uridine, -deoxyuridine, -cytidine, -deoxycytidine, and -arabinosylcytosine; 8-trifluoromethyl-adenosine, -deoxyadenosine, and -inosine; and 6-trifluoromethylribofuranosylpurine. This procedure offers simple synthesis of many trifluoromethyl compounds.This publication has 3 references indexed in Scilit:
- Synthesis of 2′,3′,5′-tris-O-acetyl-8-fluoroadenosineJournal of the Chemical Society, Chemical Communications, 1976
- Synthesis of Fluorinated Pyrimidines and Triazines1,2Journal of Medicinal Chemistry, 1966
- Syntheses of 5-Trifluoromethyluracil and 5-Trifluoromethyl-2'-deoxyuridine1,2Journal of Medicinal Chemistry, 1964