79158-26-2Relevant academic research and scientific papers
Synthesis of α- and γ-Fluoroalkylphosphonates
Blackburn, G. Michael,Kent, David E.
, p. 913 - 918 (2007/10/02)
α-Fluorobenzylphosphonate esters are conventiently made by treating α-hydroxybenzylphosphonate esters with diethylaminosulphur trifluoride.The reaction is not subject to steric impedance and is extended to the α-fluorination of an α-hydroxybenzylphosphine oxide.For α-hydroxyallyl and α-hydroxycinnamylphosphonates, the replacement of the hydroxy group by fluorine proceeds via an SN2' rearrangement to give γ-fluoroalk-1-enylphosphonates exclusively.Dehydration rather than substitution occurs in the case of alcohols of secondary alkylphosphonates.
