Novel phosphitylating reagents containing a phosphorus-fluorine bond and their application in efficient synthesis of phosphorofluoridates and phosphorofluoridothionates

Novel phosphitylating reagents containing a P-F bond are obtained in excell ent yield from commercial materials. They react with alcohols at 20 degrees C in neutral solvents in the presence of tetrazole, chlorotrimethylsilane o r benzoyl chloride to give the intermediate phosphorofluoridites. Subsequen t oxidation or sulfurization followed by the removal-of protecting groups g ives the phosphorofluoridates and thiophosphorofluoridates in over 90% tota l yield.