- Oxidation of fluoroalkyl alcohols using sodium hypochlorite pentahydrate [1]
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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.
- Kirihara, Masayuki,Suzuki, Katsuya,Nakakura, Kana,Saito, Katsuya,Nakamura, Riho,Tujimoto, Kazuki,Sakamoto, Yugo,Kikkawa, You,Shimazu, Hideo,Kimura, Yoshikazu
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- Method for expedient synthesis of [18F]-labeled α-trifluoromethyl ketones
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The present invention is directed to a convenient method of synthesizing radiolabeled α-trifluoromethyl ketones by a fluorination reaction. The present invention also relates to imaging agents and markers for identifying cell proliferation, or viral infection. The markers and imaging agents including the radiolabeled α-trifluoromethyl ketones that are prepared by the present method.
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Page/Page column 7
(2008/06/13)
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- A new method for oxidation of various alcohols to the corresponding carbonyl compounds by using n-t-butylbenzenesulfinimidoyl chloride
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Various primary and secondary alcohols were smoothly oxidized to the corresponding aldehydes and ketones by using a new oxidizing agent, N-t-butylbenzenesulfinimidoyl chloride (4a), in the coexistence of DBU or zinc oxide. The present oxidation proceeded under mild conditions via five-membered intramolecular proton-transfer of an alkyl arenesulfinimidate intermediate.
- Matsuo, Jun-Ichi,Iida, Daisuke,Tatani, Kazuya,Mukaiyama, Teruaki
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p. 223 - 234
(2007/10/03)
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- A Mild 10-I-4 Iodinane Oxide Oxidant for Primary and Secondary Alcohols
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Iodinane oxide 4 midly and rapidly oxidizes primary and secondary alsohols to their corresponding carbonyl products in excellent yield.Oxidations are carried out in CH2Cl2 at room temperature using 1.1 equivalent of oxidant.Other non-hydroxylic organic solvents may also be used.
- Stickley, Sharon H.,Martin, J. C.
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p. 9117 - 9120
(2007/10/02)
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- Acylation of activated aromatic substrates under mild conditions with (RCO)2O/Me2S/BF3
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An efficient procedure for acylation and perfluoroacylation of activated aromatic substrates under mild conditions using the system (RCO)2O/Me2S/BF3 in CH2Cl2 is described. It is believed that dimethylacylsulfonium salts, RCOSMe2+RCO2BF3-, are the active acylating agents.
- Kiselyov, Alexander S.
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p. 4005 - 4008
(2007/10/02)
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- Reactions of the Readily Accessible Electrophile, Trifluoroacetyl Triflate: A Very Reactive Agent for Trifluoroacetylations at Oxygen, Nitrogen, Carbon, or Halogen Centers
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Trifluoroacetyl triflate (TFAT) is readily prepared in 82percent yield by the dehydration (phosphorus pentoxide) of a 2:1 mixture of trifluoroacetic acid and trifluoromethanesulfonic (triflic) acid.Reactions of this highly electrophilic trifluoroacetylating reagent with alcohols, ketones, ethers, amines, and pyridines give esters, enol esters, ether cleavage, amides, and acylpyridinium ions, respectively.Reactions with ionic or easily ionizable alkyl halides give the very volatile trifluoroacetyl halides and the ionic triflate.Triphenylmethyl chloride, for example, is quantitatively converted to triphenylcarbenium triflate in a very convenient synthetic procedure.Trifluoroacetyl triflate is used in the synthesis of the first member of a new class of pyrylium salts, 2,6-dimethoxypyrylium triflate.
- Forbus, T. R.,Taylor, S. L.,Martin, J. C.
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p. 4156 - 4159
(2007/10/02)
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