Phenolic derived materials are found naturally and have numerous applications in materials and pharmaceutical chemistry.  The introduction of fluorine into molecules often greatly enhances their biological activity.  For these reasons we have engaged in studies to generate fluorinated phenolic compounds.  Using the electrophilic fluorinating reagent F-TEDA BF<sub>4</sub> (Selectfluor<sup>™</sup>) we have studied the fluorination of phenol and resorcinol and related derivatives.   Fluoro- and difluorophenols are produced as well as oxidized products (cyclohexadienones).  To avoid oxidation products, the phenols were converted to acetates which were fluorinated and hydrolyzed to generate the desired fluorophenols.

Electrophilic fluorination of phenolic compounds

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