126472-66-0Relevant academic research and scientific papers
Preparation method of phosphoryl fluoride compound
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Paragraph 0131; 0135-0138, (2021/11/03)
The invention discloses a preparation method of a phosphoryl fluoride compound. The invention uses the phosphorus reagent under the protection of inert gas. Sodium fluoride is used as a starting raw material, and trifluoroacetic anhydride and dimethyl sul
Synthesis and Horner-Wittig Chemistry of (Fluoromethyl)diphenylphosphane Oxide
Steenis, Jan Hein van,Gen, Arne van der
, p. 897 - 910 (2007/10/03)
(Fluoromethyl)diphenylphosphane oxide (1) was obtained by heating (diphenylphosphinoyl)methyl p-toluenesulfinate (2) with potassium fluoride. Compound 1 is a stable, crystalline solid, suitable for application in the Horner-Wittig reaction. The compound described in the literature under this name was found to be benzylphenylphosphinic fluoride (5). The anion of phosphane oxide 1 readily reacted with a wide range of carbonyl to yield diastereomeric mixtures of α-fluoro-β-(hydroxyalkyl)phosphane oxides (7), which in most cases could be separated. The ease of phosphinate elimination to yield (E)- and (Z)-1-fluoroalkenes 8 stereoselectively was found to be strongly dependent upon conformation and substituent patern. The route presented here avoids the use of hazardous fluorohalomethanes, which were employed in several earlier Wittig-related approaches to vinyl fluorides.
