cas 205865-67-4, ETHYL TRIMETHYLSILYLDIFLUOROACETATE

Articles about 205865-67-4Total 12 be found

Defluorinative silylation toward a selective preparation of α-trimethylsilyl-α,α-difluoroacetates from trifluoroacetates
Electrochemical reduction of n-hexyl trifluoroacetate 1a in MeCN, involving Bu4NBr, TMSCl, and Et3N using an H-type divided cell equipped with carbon plate as an anode and lead plate as a cathode at 50°C, provided n-hexyl α-trimethyl
Uneyama, Kenji,Mizutani, Go
p. 613 - 614
(1999)
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[[(Ethoxycarbonyl)difluoromethyl]thio]phthalimide: A Shelf-Stable, Electrophilic Reagent with a Convertible Group for the Synthesis of Diversified Fluoroalkylthiolated Compounds
A shelf-stable and easily convertible reagent for the preparation of diversified fluoroalkylthiolated compounds, [[(ethoxycarbonyl)difluoromethyl]thio]phthalimide, was developed. [[(Ethoxycarbonyl)difluoromethyl]thio]phthalimide is an efficient electrophilic fluoroallylthiolating reagent that reacted with electron-rich heteroarenes/arenes, β-ketoesters, oxindoles, benzofuranones, and thiols. More importantly, the ethoxycarbonyl group of the resulting fluoroalkylthiolated compounds could be easily converted into various other functional groups such as chloride, alkynyl, hydrocarbonyl, carbomoyl, hydromethyl, or heteroaryl groups.
Shen, Feng,Zhang, Panpan,Lu, Long,Shen, Qilong
supporting information
p. 1032 - 1035
(2017/03/15)

Manufacturing method of making heteroarylacetic compd. defluoromethyl
PROBLEM TO BE SOLVED: To provide a method for easily producing a difluoromethyl heteroaryl compound with high yield at low cost. SOLUTION: In the method for producing the difluoro methyl heteroaryl compound, a halogenated heteroaryl compound and a α-silyldifluoro acetate ester compound are reacted with each other in the presence of a metal halogenated compound. COPYRIGHT: (C)2012,JPOandINPIT
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Paragraph 0070-0072

(2018/10/03)

Method of manufacturing arom. defluoromethyl compd.
PROBLEM TO BE SOLVED: To provide a method for easily producing an aromatic compound having a difluoromethyl group in high yield while using a reagent having low toxicity. SOLUTION: The method for producing the aromatic difluoromethyl compound includes reacting an aromatic difluoroacetic acid in the presence of a metal halide (especially potassium fluoride). COPYRIGHT: (C)2011,JPOandINPIT
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Paragraph 0036; 0037

(2018/11/22)

Nucleophilic fluoroalkylation of (bromomethyl)pinacolborane using silicon reagents
A method for the synthesis of pinacol boronic esters bearing a fluorinated group at the a-carbon atom (RfCH2Bpin) from corresponding bromomethyl borane (BrCH2Bpin) and fluorinated silanes (RfSiMe3) is described. The fluoroalkylation reaction involves formation of borate anions followed by intramolecular nucleophilic substitution of bromine.
Levin, Vitalij V.,Elkin, Pavel K.,Struchkova, Marina I.,Dilman, Alexander D.
p. 43 - 46
(2013/11/06)

Defluorination-silylation of alkyl trifluoroacetates to 2,2-difluoro-2-(trimethylsilyl)acetates by copper-deposited magnesium and trimethylsilyl chloride
Reductive defluorination-silylation of alkyl trifluoroacetates with copper-deposited magnesium and trimethylsilyl chloride (TMS-Cl) gave 2,2-difluoro-2-(trimethylsilyl)acetates, potential difluoromethylene building blocks, in 60-68% yields.
Utsumi, Shinya,Katagiri, Toshimasa,Uneyama, Kenji
experimental part
p. 580 - 583
(2012/01/14)

METHOD FOR PRODUCING AROMATIC DIFLUOROACETIC ACID ESTER
Disclosed is a method for producing a compound having a difluoromethylene group at an even lower cost and with excellent yield. The production method of the present invention is a method for producing an aromatic difluoroacetic acid ester, which comprises reacting an iodobenzene containing an electro attracting group and an α-silyl difluoroacetic acid ester in the presence of a metal halide.
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(2012/09/10)

A new method for aromatic difluoromethylation: Copper-catalyzed cross-coupling and decarboxylation sequence from aryl iodides
A new methodology for aromatic difluoromethylation is described. Aryl iodides reacted with α-silyldifluoroacetates upon treatment with copper catalyst in DMSO or DME to give the corresponding aryldifluoroacetates in moderate to good yields. The subsequent hydrolysis of aryldifluoroacetates and KF-promoted decarboxylation afforded a variety of difluoromethyl aromatics.
Fujikawa, Kenichi,Fujioka, Yasutaka,Kobayashi, Akira,Amii, Hideki
supporting information; experimental part
p. 5560 - 5563
(2011/12/05)

Non-defluorinative electrochemical silylation of ethyl trifluoroacetate: A practical synthesis of trifluoroacetyltrimethylsilane via its ethyltrimethylsilyl ketal
An efficient method for the preparation of original trifluoroacetyltrimethylsilane, CF3COSiMe3 (3), in two steps from readily available ethyl trifluoroacetate is described. Electrochemical reduction of this ester using a sacrificial anode and performed on a semimolar scale afforded the unprecedented corresponding ketal, CF3C(SiMe3)(OSiMe3)OEt (2) in 30-56% isolated yield. Treated with concentrated sulphuric acid at room temperature, the latter directly led to pure acylsilane 3 in 86% yield.
Bordeau, Michel,Clavel, Philipe,Barba, Alic,Berlande, Muriel,Biran, Claude,Roques, Nicolas
p. 3741 - 3744
(2007/10/03)

Molar scale electrosynthesis of ethyl-2,2-difluoro-2-trimethylsilylacetate, a difluoromethylene building block precursor
Ethyl-2,2-difluoro-2-trimethylsilylacetate has been prepared by electrolysis of ethyl-2-chloro-2,2-difluoroacetate in one step, at a molar scale, in the presence of a large excess of chlorotrimethylsilane. The transfer of the ethyl-2,2-difluoroacetate moiety to various electrophiles has been achieved. (C) 2000 Elsevier Science Ltd.
Clavel, Philippe,Biran, Claude,Bordeau, Michel,Roques, Nicolas,Trévinc, Stéphane
p. 8763 - 8767
(2007/10/03)

Electroreductive defluorination of trifluoromethyl ketones and trifluoroacetic acid derivatives
Difluoroenol silyl ethers 5 and 6, difluoroketene silyl (O,O-, O,S-, and O,N-) acetals 9 and 21, and 2,2-difluoro-2-trimethylsilylacetates 10 were prepared by electroreductive defluorination of trifluoromethyl ketones and trifluoroacetic acid derivatives in an MeCN-TBAB-chlorotrialkylsilane system using a carbon rod as an anode and a lead plate as a cathode. TBAF- or KF- CuI-promoted α-alkylation of 10 with electrophiles such as aldehydes, ketones, imine, acylhalides, and alkylhalides provided α-alkylated-α,α- difluoroacetates in good to excellent yields.
Uneyama, Kenji,Mizutani, Go,Maeda, Kazushige,Kato, Tsuyoshi
p. 6717 - 6723
(2007/10/03)

Electrochemical synthesis of ethyl pentafluoroacetoacetate
Electrochemical reduction of ethyl trifluoroacetate in the presence of chlorotrimethylsilane (TMSCI) is followed by a Claisen condensation to produce the ethyl (trimethylsilyl)ketal of ethyl pentafluoroacetoacetate (1). Ethyl pentafluoroacetoacetate is available in high yield by the hydrolysis of (1) under mild conditions.
Stepanov, Andrei A.,Minyaeva, Tatyana V.,Martynov, Boris I.
p. 2203 - 2204
(2007/10/03)