86023-58-7Relevant academic research and scientific papers
An efficient α-hydroxylation of carbonyls using the HOF·CH3CN complex
Dayan, Sharon,Bareket, Yifat,Rozen, Shlomo
, p. 3657 - 3664 (2007/10/03)
The complex HOF·CH3CN, made directly from fluorine and aqueous acetonitrile, was used for α-hydroxylation of various ketones, esters and acids via their trimethyl silyl enol ethers. The reaction is usually complete in a few minutes at room temperature or below and has high yields.
Synthesis of α-hydroxy ketones using a HOF·MeCN complex
Rozen, Shlomo,Bareket, Yifat
, p. 627 - 628 (2007/10/03)
The complex, HOF·MeCN made directly by bubbling fluorine through aqueous acetonitrile, reacts quickly and efficiently with enolic forms of ketones to produce α-hydroxy ketones.
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.
The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with Enamines
May, George L.,Pinhey, John T.
, p. 1859 - 1871 (2007/10/02)
The treatment of 1-morhpholinocyclopentene (1a) with p-methoxyphenyllead triacetate (2a) in chloroform provides a simple high-yielding route to 2-(4-methoxyphenyl)cyclopentanone (3a).This arylation reaction of enamines has been investigated with a variety of substrates and a number of aryllead triacetates.The reaction has been found to be very sensitive to steric effects and is thus a useful synthetic method in a relatively small number of cases.Acetoxylation is a major competing reaction with those enamines of cyclic ketones which give a low to moderate yield of arylated product.
