A new route to α-fluoroalkylphosphonates

Abstract

Several alkylated α-fluorophosphonates have been synthesized by the reaction of an alkyl iodide, bromide (or activated chloride) with a monofluorosilyllithium phosphonate species produced either from the reaction of butyllithium, phenyllithium or other alkyllithium reagent as base and trimethylsilyl chloride with a diethyl monofluoromethylphosphonate. A study of the reaction conditions with respect to the metallating agent, silylating agent and starting monofluorophosphonate has also been undertaken.