Carbon-Fluorine bonds often contain many desirable properties within bioactive molecules, which is the reason fluorinated compounds are beginning to become more common in pharmaceuticals and in agrochemicals. Among the many fluorination methods, deoxofluorination has been one of the most effective approaches in directly replacing the oxygen with a fluoride. A fluorinating reagent that acts as a nucleophile can easily transform a hydroxyl group into a fluorine or a carboxylic acid into a trifluoromethyl group.<br/><br/>An organic soluble source of nucleophilic fluorine which operates under mild conditions would allow access to a more widely varied library of fluorinated compounds. Using pyridine’s inherent reactivity as a nucleophile and as a stable aromatic system, a new source of nucleophilic fluorine has been pursued. The synthesis, characterization, and reactivity of these pyridine-based fluoride anion sources will be described.

Pyridine derivatives as sources of nucleophilic fluorine

253rd National Meeting (2017)

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