(571p) Safety of Deoxo Fluorination Reagents

It is well recognized that the introduction of a C-F bond with a bioactive molecule often imparts desirable physiological properties. Standard methods to introduce fluorine into molecules range from electrophilic to nucleophilic reagents. One of the most popular methods involves the direct displacement of oxygen with fluoride, commonly referred to as deoxofluorination. The golden reagents to perform such a transformation are DAST and Deoxo-Fluor both of which are liquids derived form SF4. Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor E) and morpholinodifluorosulfinium tetrafluorborate (XtalFluor M) are crystalline fluorinating agents which are more easily handled and are more stable than DAST or Deoxo-Fluor by differential scanning calorimetry and accelerating rate calorimetry