1648-62-0Relevant articles and documents
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.
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.