681-80-1Relevant academic research and scientific papers
A difluorosulfide as a freon-free source of phosphonodifluoromethyl carbanion
Henry-dit-Quesnel, Arnaud,Toupet, Loic,Pommelet, Jean-Claude,Lequeux, Thierry
, p. 2486 - 2491 (2003)
The synthesis of difluoromethylphosphonates is becoming difficult due to environmental protective laws restricting the use of HCFCs and CFCs as starting chemicals. To circumvent this limitation, we report the preparation of a thioether as a new source of the lithiodifluoromethylphosphonate. This methodology avoiding the use of HCFCs involves a selective fluorination of sulfide followed by a thiaphilic addition of an organometallic reagent, which offers an alternative route to obtain phosphonodifluoromethyl carbanion. A contrasted reactivity, due to a medium effect, was also noted which allows addition of a wide range of electrophiles including nitroalkenes and DMF to thioethers.
Automated lineshape analysis of complex NMR spectra for a novel synthetic tetrafluorobisphosphonate, a potential ligand for phosphoglycerate kinase
Blackburn,H?gele,Hottgenroth,Ivory,Jakeman,Spiske
, p. 367 - 372 (2016/04/05)
Tetraalkyl 1,1,3,3-tetrafluoro-2,2-dihydroxypropane-1,3-bisphosphonates were prepared. The complex 31P{1H}- and 19F-NMR spectra were analyzed as [[A]2X]2 and related systems. Modern methods of automated spectral analysis using DAISY under WIN-NMR were applied.
Efficient synthesis of fluorophosphonylated alkyles by ring-opening reaction of cyclic sulfates
Diab, Sonia Amel,Sene, Aboubacary,Pfund, Emmanuel,Lequeux, Thierry
supporting information; experimental part, p. 3895 - 3898 (2009/05/31)
(Figure Presented) Ring-opening reactions of functionalized 1,2-cyclic sulfates and oxetanes with the phosphonodifluoromethyl carbanion are reported. This approach allows an easy access to fluorinated βhydroxyphosphonates that are building blocks in the s
Syntheses of ω-hydroxy-α,α-difluoromethylphosphonates by oxacycle ring-opening reactions
Ozouf, Paul,Binot, Gregory,Pommelet, Jean-Claude,Lequeux, Thierry P.
, p. 3747 - 3750 (2007/10/03)
(Chemical Equation Presented) Oxacycle ring-opening reactions from a non-HCFC-based source of phosphonodifluoromethyl carbanion 1 are reported. This straightforward strategy opens access to a variety of primary and secondary ω-hydroxy-α,α-difluoromethylphosphonates via one step. The syntheses of a glycerol monophosphate analogue and precursors to nucleoside phosphorylase inhibitors are described using this method.
Synthesis of Novel Fluorinated Bisphosphonates and Bisphosphonic Acids
Nair, Haridasan K.,Guneratne, Ranil D.,Modak, Anil S.,Burton, Donald J.
, p. 2393 - 2398 (2007/10/02)
The synthesis of novel fluorinated bisphosphonates with two, three, four, and six difluoromethylene groups (1a, 1b, 8, 12, and 15) (44-78percent) by different approaches is described.The bisphosphonates were converted to the corresponding trimethylsilyl esters which on treatment with deionized water afforded the respective bisphosphonic acids (6, 10, and 14) in good yields.
POLYHALOMETHANE REACTIONS WITH PHOSPHITE ANIONS: FLUOROPHILIC REACTIVITY OF PHOSPHORUS
Blackburn, G. Michael,Guo, Mao-Jun,Taylor, Steven
, p. 139 - 142 (2007/10/02)
Di-isopropyl phosphite reacts with bromotrifluoromethane under basic conditions giving a mixture of some seven products.Identification of these by high-resolution NMR and MS shows that 80 percent of all products are formed by displacement of fluorine from
