144459-68-7Relevant academic research and scientific papers
Oxidation of fluoroalkyl alcohols using sodium hypochlorite pentahydrate [1]
Kirihara, Masayuki,Suzuki, Katsuya,Nakakura, Kana,Saito, Katsuya,Nakamura, Riho,Tujimoto, Kazuki,Sakamoto, Yugo,Kikkawa, You,Shimazu, Hideo,Kimura, Yoshikazu
, (2021/02/05)
Fluoroalkyl alcohols are effectivity oxidized to the corresponding fluoroalkyl carbonyl compounds by reaction with sodium hypochlorite pentahydrate in acetonitrile in the presence of acid and nitroxyl radical catalysts. Although the reaction proceeded slower under a nitroxyl radical catalyst- free condition, the desired carbonyl compounds were obtained in high yields. For the reaction with fluoroalkyl allylic alcohols, the corresponding α,β-epoxyketone hydrates were obtained in high yields.
A new entry for the oxidation of fluoroalkyl-substituted methanol derivatives: Scope and limitation of the organoiodine(V) reagent-catalyzed oxidation
Tanaka, Yusuke,Ishihara, Takashi,Konno, Tsutomu
experimental part, p. 99 - 104 (2012/05/07)
Oxidation of various fluoroalkyl-substituted methanol derivatives under the influence of a catalytic amount of sodium 2-iodobenzenesulfonate and Oxone in CH3CN or CH3NO2 was investigated in detail. The efficiency of the newly developed oxidation was also evaluated by comparison to other oxidations, such as Dess-Martin, PDC, and Swern oxidation.
Novel trifluoroacetophenone derivatives as malonyl-CoA decarboxylase inhibitors
Wallace, David M.,Haramura, Masayuki,Cheng, Jie-Fei,Arrhenius, Thomas,Nadzan, Alex M.
, p. 1127 - 1130 (2007/10/03)
A series of trifluoroacetophenone derivatives were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some of the 'reverse amide' analogs were found to be potent inhibitors of MCD enzyme activity. The trifluoroacetyl group may interact with the MCD active site as the hydrate in a similar fashion to the hexafluoroisopropanol analogs reported previously. Adding electron-withdrawing groups to the phenyl ring stabilizes the hydrated species and enhances this interaction.
Silver compounds in synthetic chemistry. Part 5: Selective syntheses of trifluoromethylketones, RCOCF3, from trifluoromethylsilver, AgCF3, and corresponding acyl chlorides, RCOCl
Kremlev, Mikhail M.,Mushta, Aleksej I.,Tyrra, Wieland,Naumann, Dieter,Fischer, Hendrik T.M.,Yagupolskii, Yurii L.
, p. 1385 - 1389 (2008/09/18)
Trifluoromethylketones of aromatics, heteroaromatics and olefins are formed selectively from reactions of trifluoromethylsilver and the corresponding carboxylic acid chlorides in moderate to excellent yields. The conditions chosen are dependent on the nature of the acyl chloride. Attempts to prepare alkyl(trifluoromethyl)ketones yielded product mixtures of the corresponding acyl fluorides, trifluoromethyl-, pentafluoroethyl- and n-heptafluoropropyl ketones.
Lewis base-catalyzed perfluoroalkylation of carbonyl compounds and imines with (perfluoroalkyl)trimethylsilane
Kawano, Yoshikazu,Kaneko, Nobuya,Mukaiyama, Teruaki
, p. 1133 - 1145 (2007/10/03)
Lewis base-catalyzed perfluoroalkylation of carbonyl compounds and aldimines with (perfluoroalkyl)trimethylsilanes (TMSCF3, TMSC 2F5, and TMSC3F7) is described. The nitrogen- or oxygen-containing anions generated from amides, imides, and carboxylic acids have been found to work as effective Lewis-base catalysts in perfluoroalkylation that proceeds via activation of the carbon-silicon bonds of (perfluoroalkyl)trimethylsilanes. Reactions of carbonyl compounds such as aldehydes, ketones, and esters with TMSCF3 in the presence of a catalytic amount of Lewis bases proceeded smoothly to afford the corresponding adducts in good-to-high yields under mild conditions. Although it was considered difficult, this catalytic perfluoroalkylation of various aldimines with (perfluoroalkyl)trimethylsilane in the presence of Lewis bases such as lithium acetate or benzoate proceeded efficiently to give the corresponding perfluoroalkylated adducts, because the aldimines here were weak electrophiles toward (perfluoroalkyl)trimethylsilanes. The present reaction is, therefore, the first example of a catalytic perfluoroalkylation of aldimines.
Pyrimidines and uses thereof
-
, (2008/06/13)
The invention relates to pyrimidines and uses thereof, including to inhibit lysophosphatidic acid acyltransferase β (LPAAT-β) activity and/or proliferation of cells such as tumor-cells.
Die Reacktionen von Bis(perfluoralkyl)cadmium-Komplexen mit Arylcarbonsaeurechloriden: Synthese von Aryl(perfluoralkyl)ketonen, (Perfluoralkyl-dihydropyridin)arylcarbonsaeureamiden, α,α-Bis(trifluormethyl)benzylalkoholen und Benzoesaeure-α,α-bis(trifluormethyl)benzylestern
Naumann, Dieter,Finke, Martina,Lange, Horst,Dukat, Wolfgang,Tyrra, Wieland
, p. 215 - 237 (2007/10/02)
Perfluoroalkylcadmium complexes react with aroyl halides in the presence of strong bases such as pyridine to give the corresponding ketones ArCORf (which can be isolated in 5-51percent yield) and (perfluoroalkyldihydropyridine)aroylamides.The pure substances are obtained by chromatography.Aroyl fluorides and α,α-bis(trifluoromethyl)benzyl alcohols and benzoic acid-α,α-bis(trifluoromethyl)benzyl esters can be isolated as by-products.The dependency of the products formed on the kind of bases used as well as the reaction mechanisms are described.All products were identified by their 19F, 1H, 13C NMR, mass and IR spectra, and by elemental analysis.
