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Updated: Feb 1, 2026

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
A diversity of alkylation/acylation products of uracil and its derivatives: synthesis and a structural study
Olga Michalak1, Piotr Cmoch, Piotr Krzeczyński
1Pharmaceutical Research Institute, 8 Rydygiera Str., 01-793 Warsaw, Poland. o.michalak@ifarm.eu.
Abstract:
tert-Butyl dicarbonate (Boc2O) and ethyl iodide (EtI) reactions with uracil (U), thymine (T) and 6-methyluracil (6-MU) were performed following routine procedures in pyridine/DMF solvents and with DMAP as the catalyst. Among 20 synthesized compounds, a derivative of 6-methyluracil substituted by the Boc-pyridine moiety at the C5 position appeared unexpectedly. The NMR spectra confirmed the molecular structure of all uracil derivatives. Parallel quantum mechanical DFT calculations supported the experimental findings.
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