Mild Fluorination of Chloropyridines
with in Situ
Generated Anhydrous Tetrabutylammonium Fluoride
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Abstract
This
paper describes the fluorination of nitrogen heterocycles
using anhydrous NBu<sub>4</sub>F. Quinoline derivatives as well as
a number of 3- and 5-substituted pyridines undergo high-yielding fluorination
at room temperature using this reagent. These results with anhydrous
NBu<sub>4</sub>F compare favorably to traditional halex fluorinations
using alkali metal fluorides, which generally require temperatures
of ≥100 °C