1648-61-9Relevant academic research and scientific papers
Obtention d'α-fluorocetones par oxydation anodique de derives d'enol.
Laurent, E.,Marquet, B,Tardivel, R.,Thiebault, H.
, p. 955 - 964 (2007/10/02)
To obtain fluoroketones without the use of electrophilic fluorinating reagents, we have carried out the anodic oxidation of enol esters and enol ethers in acetonitrile/Et3N, 3HF solution.With enol esters the main product is a fluoroketone or an acetoxyketone respectively, depending on the structure of the starting compound.The enol ether cation-radicals seemed to be less reactive towards H2F3- ions than the corresponding enol ester ones.
Stable Long-Chain Fluoroxy Compounds and Their Chemistry
Barnette, William E.,Wheland, Robert C.,Middleton, William J.,Rozen, Shlomo
, p. 3698 - 3701 (2007/10/02)
Certain alkali metal salts of long-chain perfluorinated acids were reacted with nitrogen-diluted fluorine to produce oxidative solutions.The reaction conditions can be controlled to afford mainly acyl hypofluorites (RfCOOF) or fluoroxy species fCF2OF and RfCF(OF)2> which have been identified by both chemical reactions and 19F NMR studies.These solutions are useful in electrophilic fluorination reactions and as initiators for the polimerization of some fluorinated monomers.As initiators they produce polymers with fewer reactive end groups when compared with standard methods of initiation.
α-FLUORINATION OF KETONES BY XENON AND IODOBENZENE DIFLUORIDES: A STEREOCHEMICAL EVIDENCE DEMONSTRATING THEIR MECHANISTIC DIFFERENCES
Tsushima, Tadahiko,Kawada, Kenji,Tsuji, Teruji
, p. 1165 - 1168 (2007/10/02)
Xenon difluoride reacts smoothly with various steroid silyl enol ethers in the absence of any acid catalyst to afford stereoselectively α-oriented α-fluoroketones in good yields while iodotoluene difluoride reacts rather sluggishly with these silyl enol ethers to competitively produce β-oriented α-fluoro ketones, elimination and other nucleophilic substitution products.The observed stereochemical contrast clearly suggest an electrophilic and nucleophilic mechanism for these reactions, respectively.
TAMING ELEMENTAL FLUORINE: INDIRECT USE OF FLUORINE FOR THE SYNTHESIS OF α-FLUOROKETONES
Rozen Shlomo,Menahem, Ynon
, p. 19 - 32 (2007/10/02)
Fluorine and sodium trifloroacetate react at -75 deg to produce a variety of fluoroxy-compounds.Although it is possible to direct the reaction towards the formation of CF3COOF or CF3CF2O, mixtures may be used when only the electrophilic fluorine has to be
