R. Banks, J. Thomson
Dec 1, 1984
Citations
0
Influential Citations
6
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract 3-(t-Butoxycarbonyl)-2-(trifluoromethyl)imidazo[1,2- a ]-pyridine, prepared from trifluoroacetonitrile and pyridinium t-butoxycarbonylmethylide, reacts smoothly with trifluoroacetic acid to provide 2-(trifluoromethyl)imidazo[1,2- a ]pyridine-3-carboxylic acid, which gives 2-(trifluoromethyl)imidazo[1,2- a ]-pyridine when heated. 3-Cyano-2-(trifluoromethyl)imidazo[1,2- a ]pyridine can be obtained via treatment of trifluoroacetonitrile with pyridinium cyanomethylide, which is sufficiently reactive to effect nucleophilic displacement of fluorine from pentafluoropyridine under mild conditions [→pyridinium cyano(tetrafluoro-4-pyridyl)methylide].