41818-96-6

Upstream product

• 576-22-7 2-Bromo-m-xylene 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 80245-28-9 1,2-dimethyl-3-(trifluoromethyl)benzene 
• 78164-31-5 1,2-dimethyl-4-(trifluoromethyl)benzene 
• 608-28-6 2,6-dimethyliodobenzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 108-38-3 m-xylene 
• 1246013-66-0 1-(2,6-dimethylphenyl)-3,3-diisopropyltriaz-1-ene 
• 93683-27-3 perfluoro-2,4-dimethyl-3-ethylpent-3-yl radical 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 3360-57-4 3,5-Dimethyl-4-trifluormethyl-benzoesaeure 

Downstream Products

• 41818-98-8 3-Chlormethyl-2.6-dimethylbenzotrifluorid 
• 42175-45-1 2-Trifluormethyl-1,3-benzol-dicarbonsaeure 
• 238074-65-2 α,α'-dibromo-2-trifluoromethyl-m-xylene 
• 84796-70-3 1,4-dimethyl-2-(trifluoromethyl)benzene 
• 80245-28-9 1,2-dimethyl-3-(trifluoromethyl)benzene 
• 78164-31-5 1,2-dimethyl-4-(trifluoromethyl)benzene 
• 207556-33-0 1,3-Bis-[(di-tert-butyl-phosphanyl)-methyl]-2-trifluoromethyl-benzene 
• 393-05-5 1,2,4-tris-(trifluoromethyl)-benzene 
• 41818-99-9 2,4-Dimethyl-3-trifluormethylbenzoesaeure 
• 41819-03-8 2,3,6-tris(trifluoromethyl)benzonitrile 
• 41819-02-7 2,3,6-Tris-(trifluormethyl)-benzamid 
• 41819-04-9 2,3,6-Tris-(trifluormethyl)-benzoesaeure 
• 41819-01-6 2,3,6-Tris-(trifluormethyl)-benzoylfluorid 
• 41819-00-5 3-Trifluormethyl-trimellithsaeure 

Relevant academic research and scientific papers

Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex

While several trifluoromethylation reactions involving the electrochemical generation of CF3 radicals via anodic oxidation have been reported, the alternative cathodic, reductive radical generation has remained elusive. Herein, the first cathodic trifluoromethylation of arenes and heteroarenes is reported. The method is based on the electrochemical reduction of an unstable triflyltriethylammonium complex generated in situ from inexpensive triflyl chloride and triethylamine, which produces CF3 radicals that are trapped by the arenes on the cathode surface.

NOVEL TRIFLUOROMETHYLATION AGENT, AND METHOD FOR PRODUCING TRIFLUOROMETHYL GROUP-CONTAINING COMPOUND USING THE SAME

PROBLEM TO BE SOLVED: To provide a trifluoromethylation agent useful as medical and agrochemical intermediates and electronic material intermediates, and a method for producing a trifluoromethyl group-containing compound using the same. SOLUTION: The present invention provides a method for producing a trifluoromethyl group-containing compound by making trifluoromethyl group-containing borate salt represented by formula (1) react with aromatic iodide, in the presence of a copper salt catalyst and a ligand (R1 is methyl, ethyl or C3-10 straight, branched, or cyclic alkyl). SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Introducing a new radical trifluoromethylation reagent

Perfluoro-3-ethyl-2,4-dimethyl-3-pentyl radical (PPFR) is a persistent radical stable at room temperature, but easily decomposes at 90 °C to produce a CF3 radical which is able to react with a variety of aromatic compounds to afford the corresponding trifluoromethyl derivatives, usually as mixtures of regioisomers in good to excellent overall yields.

Efficient copper-catalyzed trifluoromethylation of aromatic and heteroaromatic iodides: The beneficial anchoring effect of borates

Efficient copper-catalyzed trifluoromethylation of aromatic iodides was achieved with TMSCF3 in the presence of trimethylborate. The Lewis acid was used to anchor the in situ generated trifluoromethyl anion and suppress its rapid decomposition. Broad applicability of the new trifluoromethylating reaction was demonstrated in the functionalization of different aromatic and heteroaromatic iodides.

Trifluoromethylation of 1-aryl-3,3-diisopropyltriazenes

A new method for the trifluoromethylation of functionalized aromatic diisopropyltriazenes is described. In a facile two-step, one-pot synthesis, various functionalized trifluoromethyl-substituted arenes are accessible in mostly good yields by using methyl iodide as iodination agent and the trifluoromethylation system (trifluoromethyl)trimethylsilane/potassium fluoride/copper iodide. This concept could be expanded to perfluoroethylation as well as ethoxycarbonyldifluoromethylation reactions. Copyright

FLUOROALKYLATION METHODS AND REAGENTS

A method of forming a fluorinated molecular entity includes reacting in a reaction mixture an aromatic halide, copper, a fluoroalkyl group, and a ligand. The aromatic halide includes an aromatic group and a halogen substituent bonded to the aromatic group. The ligand includes at least one group-V donor selected from phosphorus and an amine. The overall molar ratio of copper to aromatic halide in the reaction mixture is from 0.2 to 3. The method further includes forming a fluoroalkylarene including the aromatic group and the fluoroalkyl group bonded to the aromatic group. A composition, which may be used in the method, consists essentially of copper, the fluoroalkyl group, and the ligand, where the molar ratio of copper to the fluoroalkyl group is approximately 1.

Silver-mediated trifluoromethylation of arenes using TMSCF3

The silver-mediated C-H trifluoromethylation of aromatic substrates using TMSCF3 is described. The development, optimization, and scope of these transformations are reported. AgCF3 intermediates are proposed.

A broadly applicable copper reagent for trifluoromethylations and perfluoroalkylations of aryl iodides and bromides

(Chemical Presented) Well compatible: The trifluoromethylations and perfluoroalkylations of aryl iodides and some aryl bromides with trifluoromethyl and perfluoroalkylcopper(I) phenanthroline complexes occur with broad scope at 25-50 8C (see scheme). The trifluoromethyl complex is prepared from inexpensive reagents and can be used in situ or isolated. The reactions tolerate a range of substituents and also occur with heteroaromatic systems.

Copper-catalyzed trifluoromethylation of aryl iodides with potassium (trifluoromethyl)trimethoxyborate

Potassium (trifluoromethyl)trimethoxyborate is introduced as a new source of CF3 nucleophiles in copper-catalyzed trifluoromethylation reactions. The crystalline salt is stable on storage, easy to handle, and can be obtained in near-quantitative yields simply by mixing B(OMe)3, CF3SiMe3, and KF. The trifluoromethylation reagent allows the conversion of various aryl iodides into the corresponding benzotrifluorides in high yields under mild, base-free conditions in the presence of catalytic quantities of a CuI/1,10-phenanthroline complex.

Phototransposition reactions of methyl-substituted benzotrifluorides: Proof of the role of trifluoromethyl-substituted carbon

Irradiation in acetonitrile of any one of the six isomers of dimethylbenzotrifluoride 8 resulted in efficient photoisomerization to the others. The dominant processes in these phototransposition reactions divides the isomers into two triads. The first consists of 8-2,6 (2,6-dimethylbenzotrifluoride), 8-2,3, and 8-3,4; the second consists of 8-3,5, 8-2,4, and 8-2,5. Moreover, irradiation of 2,6-dideuterio-4-methylbenzotrifluoride 5-d2 resulted in formation of 5,6-dideuterio-3-methylbenzotrifluoride 6-d2. These observations demonstrate that it is the trifluoromethyl-substituted carbon that is the migratory one in these reactions.