- Trifluoroacetophenone as nucleophilic trifluoromethylating reagent
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Trifluoroacetophenone can be used as nucleophilic trifluoromethylating reagent towards non-enolizable ketones by action of potassium tert-butoxide.
- Jablonski, Lukas,Billard, Thierry,Langlois, Bernard R.
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Read Online
- Trifluoroacetic acid derivatives as nucleophilic trifluoromethylating reagents
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Secondary trifluoroacetamides and alkyl trifluoroacetates can be used as nucleophilic trifluoromethylating reagents towards non-enolizable ketones by action of potassium tert-butoxide.
- Jablonski, Lukas,Joubert, Jér?me,Billard, Thierry,Langlois, Bernard R.
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Read Online
- Method for synthesizing 9-hydroxy -9-trifluoromethyl fluorene compounds
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The method 9 - takes the substituted,phenyl trifluoroacetophenone compound shown in the formula (I) as a raw material 2 - in an organic solvent, at, under the action of a Lewis acid to obtain, hydroxyl - 9 trifluoromethylfluorene compound 25 °C -50 °C shown in formula 2-12 under the action of a Lewis acid . The reaction mixture, has the advantages of simple and easily, available raw materials (II) reaction, conditions, simple operation 9 - substrate universality. and the like under the action of a Lewis acid through, a post-treatment process. under the action of a Lewis acid.
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Paragraph 0027-0029
(2020/03/16)
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- Gas/Liquid-Phase Micro-Flow Trifluoromethylation using Fluoroform: Trifluoromethylation of Aldehydes, Ketones, Chalcones, and N-Sulfinylimines
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A micro-flow nucleophilic trifluoromethylation of carbonyl compounds using gaseous fluoroform was developed. This method also allows the first micro-flow transformation of N-sulfinylimines into trifluoromethyl amines with excellent diastereoselectivity. To demonstrate the synthetic utility of this micro-flow synthesis, the formal micro-flow synthesis of Efavirenz is described.
- Hirano, Kazuki,Gondo, Satoshi,Punna, Nagender,Tokunaga, Etsuko,Shibata, Norio
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p. 406 - 410
(2019/02/13)
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- METHOD FOR PRODUCING TRIFLUOROMETHYL GROUP-CONTAINING ALCOHOLS
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PROBLEM TO BE SOLVED: To provide a method for producing trifluoromethyl group-containing alcohols useful as synthetic intermediates for medicines and agrochemicals. SOLUTION: This invention relates to a method for producing trifluoromethyl group-containing alcohols expressed by a formula (2), comprising: making carbonyl compounds expressed by a formula (1) react with trifluoromethane in an organic solvent in the presence of polyvalent ethers and potassium tert-butoxide, or kalium hexamethyldisilazide. (R1 and R2 are each independently a phenyl group etc.; R2 may combine with R1, to form a ring, and both R1 and R2 are not hydrogen atoms). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
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Paragraph 0077; 0078; 0087; 0091
(2018/04/10)
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- METHOD FOR PRODUCING TRIFLUOROMETHYL GROUP-CONTAINING ALCOHOLS
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PROBLEM TO BE SOLVED: To provide a method for producing CF3 group-containing alcohols useful as production intermediates for medicines and agrochemicals. SOLUTION: The method for producing CF3 group-containing alcohols represented by formula (2) comprises
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Paragraph 0029-0031; 0033-0035
(2017/02/02)
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- Organocatalyzed Trifluoromethylation of Ketones and Sulfonyl Fluorides by Fluoroform under a Superbase System
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Fluoroform (HCF3, HFC-23) is a side product in the manufacture of polytetrafluoroethylene (Teflon). Despite its attractive properties, taming HCF3 for trifluoromethylation is quite problematic owing to its low acidity and the labilit
- Okusu, Satoshi,Hirano, Kazuki,Tokunaga, Etsuko,Shibata, Norio
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p. 581 - 585
(2015/10/20)
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- Amidinate salt of hexafluoroacetone hydrate for the preparation of fluorinated compounds by the release of trifluoroacetate
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A powerful, new reagent, an amidinate salt of hexafluoroacetone hydrate, is an air-stable salt that can be used for the preparation of fluorinated organic molecules. Nucleophilic trifluoromethylation reactions are demonstrated following the base-promoted release of trifluoroacetate. This reagent is soluble in many polar organic solvents and produces fluoroform, following the release of trifluoroacetate. Reactions with this reagent and common electrophiles provide excellent yields of trifluoromethylated products.
- Riofski, Mark V.,Hart, Allison D.,Colby, David A.
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supporting information
p. 208 - 211
(2013/04/10)
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- COMPOSITIONS AND PROCESSES OF PREPARING AND USING THE SAME
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The present invention relates to compositions, for example, the DBU/Hexafluoroacetone hydrate salt, and processes of preparing and using the same for the modification of chemical compounds via the release of trifluoroacetate. The DBU/Hexafluoroacetone hydrate salt can perform trifluoromethylation reactions on chemical compounds, such as carbonyl group-containing compounds.
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Page/Page column 36
(2012/10/08)
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- Direct observation of a doubly destabilized cation
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The 9-fluorenyl cation is a member of the 4N Hueckel antiaromatic series of intermediates, first observed by time-resolved spectroscopy on UV photo-excitation of 9-fluorenol.[1] 9-Trifluoromethyl-9-fluorenol incorporating an electron-withdrawing substituent was subjected to preparative and laser flash photolysis. Photoproduct studies in methanol indicated products derived from the corresponding fluorenyl cation and radical intermediates. Time-resolved spectroscopy in hexafluoroisopropanol (HFIP) showed a transient which was assigned to the corresponding cation as evident from methanol quenching. The lifetimes and methanol quenching rates of this transient was compared with that of 9- methylfluorenyl cation. The kinetic stabilities of these ions were compared to thermodynamic parameters obtained from theoretical calculations. ARKAT-USA, Inc.
- Afifi, Hanan,Mikhailine, Alexandre,Mladenova, Gabriela,Chtchemelinine, Andrei,Sultana, Israt,Dyblenko, Tatiana,Danilov, Evgeny,Fournier, Rene,Lee-Ruff, Edward
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scheme or table
p. 343 - 354
(2012/07/03)
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- Alkoxide-induced nucleophilic trifluoromethylation using diethyl trifluoromethylphosphonate
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A novel alkoxide-induced nucleophilic trifluoromethylation of carbonyl compounds, disulfides, and diselenides using diethyl trifluoromethylphosphonate is presented. In these reactions diethyl trifluoromethylphosphonate acts as a [CF3-] synthon.
- Cherkupally, Prabhakar,Beier, Petr
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experimental part
p. 252 - 255
(2010/03/24)
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- Nucleophilic trifluoromethylation using trifluoromethyl iodide. A new and simple alternative for the trifluoromethylation of aldehydes and ketones
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(Matrix Presented) A novel method for nucleophilic trifluoromethylation of aldehydes and ketones, based on photoinduced reduction of trifluoromethyl iodide by tetrakis(dimethylamino)ethylene (TDAE), is presented.
- Ait-Mohand, Samia,Takechi, Naoto,Medebielle, Maurice,Dolbier Jr., William R.
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p. 4271 - 4273
(2007/10/03)
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- Trifluoromethylation of nonenolizable carbonyl compounds with a stable piperazino hemiaminal of trifluoroacetaldehyde
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A new stable hemiaminal of fluoral (1) can easily be obtained from the methyl hemiketal of fluoral and N-benzylpiperazine. This white crystalline compound can be used under basic conditions as an efficient nucleophilic trifluoromethylating reagent towards nonenolizable carbonyl compounds.
- Billard, Thierry,Langlois, Bernard R.,Blond, Gaelle
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p. 1467 - 1471
(2007/10/03)
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- ELECTROCHEMICAL TRIFLUOROMETHYLATION OF CARBONYL COMPOUNDS
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The electroreduction of CF3Br in DMF containing aldehydes or ketones, using a sacrificial zinc anode, affords the corresponding trifluoromethyl alcohols together with the unreactive organozinc species CF3ZnBr and (CF3)2Zn.The alcohols are obtained with good yields from aldehydes.With ketones the organozinc species are formed preferentially to the alcohols, but the addition of tetramethylene-diamine allows the alcohols to form with moderate yields.
- Sibille, S.,Mcharek, S.,Perichon, J.
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p. 1423 - 1428
(2007/10/02)
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