23516-85-0

Usage

Uses

Used in Pharmaceutical Industry:
4'-CYANO-2,2,2-TRIFLUOROACETOPHENONE is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, 4'-CYANO-2,2,2-TRIFLUOROACETOPHENONE is utilized as an intermediate in the production of agrochemicals, aiding in the creation of compounds that protect crops and enhance agricultural productivity.
Used in Organic Chemistry Research:
4'-CYANO-2,2,2-TRIFLUOROACETOPHENONE serves as a valuable building block in organic chemistry, facilitating the synthesis of a wide range of organic compounds for research purposes and potential applications in various fields.
Used as a Reagent in Organic Chemistry:
4'-CYANO-2,2,2-TRIFLUOROACETOPHENONE is employed as a reagent in organic chemistry, enabling specific reactions and transformations that are crucial for the advancement of chemical knowledge and the development of novel chemical processes.

InChI:InChI=1/C9H4F3NO/c10-9(11,12)8(14)7-3-1-6(5-13)2-4-7/h1-4H

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 407-25-0 trifluoroacetic anhydride 
• 201230-82-2 carbon monoxide 
• 3058-39-7 4-iodobenzonitrile 
• 13081-18-0 ethyl-3,3,3-trifluoropyruvate 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 619-65-8 4-cyanobenzoic Acid 
• 107018-37-1 4-(2,2,2-trifluoro-1-hydroxyethyl)benzonitrile 
• 105-07-7 4-cyanobenzaldehyde 
• 1129-35-7 4-cyanobenzoic acid methyl ester 

Downstream Products

• 619-65-8 4-cyanobenzoic Acid 
• 471856-97-0 4-(1,1,1-trifluoroprop-2-en-2-yl)benzonitrile 
• 1617507-17-1 (S)-4-(12-trifluoromethyl-5,6,11,12-tetrahydrobenzo[2,3]azepino[5,6-b]indol-12-yl)benzonitrile 
• 1401081-93-3 2,2,4,4,4-pentafluoro-3-hydroxy-3-(4-cyanophenyl)-1-phenylbutan-1-one 
• 1258327-68-2 (S)-4-(1,1,1-trifluoro-2-hydroxy-3-nitro-2-propyl)benzonitrile 
• 1096375-89-1 (R)-4-(2,2,2-trifluoro-1-hydroxy-1-(1H-pyrrol-2-yl)ethyl)benzonitrile 

Relevant academic research and scientific papers

Direct Synthesis of Tri-/Difluoromethyl Ketones from Carboxylic Acids by Cross-Coupling with Acyloxyphosphonium Ions

A simple and straightforward approach to the synthesis of trifluoromethyl and difluoromethyl ketones from widely available carboxylic acids is disclosed. The transformation utilizes an acyloxyphosphonium ion as the active electrophile, conveniently generated in situ from the carboxylic acid substrate by using commodity chemicals. The utility of the reaction system is exemplified by its chemoselectivity, with tolerance to a variety of important functional groups. The late-stage functionalization of carboxylic acid active pharmaceutical ingredients and pharmaceutically relevant compounds is also discussed.

COMPOUNDS FOR USE IN TREATING NEUROLOGICAL DISORDERS

Provided are methods for treating neurological disorders using compounds of Formula (I), and pharmaceutically acceptable salts and compositions thereof.

Oxidation of alcohols using an oxoammonium salt bearing the nitrate anion

A methodology for the oxidation of alcohols to the corresponding carbonyl compounds is reported using a sub-stoichiometric quantity of an oxoammonium salt bearing the nitrate counterion. The approach proves successful for the oxidation of a range of alcohol substrates including those bearing an oxygen atom β to the site of oxidation or an α-trifluoromethyl moiety. The mechanism of the reaction has been probed and also gives an insight into the previously reported nitric acid mediated oxidation of alcohols.

P300/CBP HAT INHIBITORS

Provided are compounds of Formula (I): and pharmaceutically acceptable salts and compositions thereof, which are useful for treating a variety of conditions associated with histone acetyltransferase (HAT).

Catalytic Oxidation of Alcohols Using a 2,2,6,6-Tetramethylpiperidine-N-hydroxyammonium Cation

The oxidation of alcohols to aldehydes, ketones, and carboxylic acids is reported using 2,2,6,6-tetramethylpiperidine-4-acetamido-hydroxyammonium tetrafluoroborate as a catalyst in conjunction with sodium hypochlorite pentahydrate as a terminal oxidant. The reaction is generally complete within 30–120 min using an acetonitrile/water mix as the solvent, and no additives are required. Product yields are good to excellent and of particular note is that the methodology can be used to access aryl α-trifluoromethyl ketones.

Oxidation of α-trifluoromethyl and non-fluorinated alcohols: Via the merger of oxoammonium cations and photoredox catalysis

We present an alcohol oxidation strategy to access α-trifluoromethyl ketones (TFMKs) merging catalytic oxoammonium cation oxidation with visible-light photoredox catalysis. This work uses 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl as an organic oxidant capable of generating TFMKs in good yields. The methodology serves as an improvement over previous reports of an analogous oxidation strategy requiring superstoichiometric quantities of oxidant. Both primary and secondary non-fluorinated alcohols can also be oxidised in good yields.

Convenient, functional group-tolerant, transition metal-free synthesis of aryl and heteroaryl trifluoromethyl ketones with the use of methyl trifluoroacetate

A new convenient, functional group-tolerant, transition metal-free route to aryl trifluoromethyl ketones under mild conditions is described. The reaction of not only aryl Grignard reagents carrying reducible electrophilic functional groups, such as ester and cyano groups, but also electron-deficient nitrogen-containing heteroaryl Grignard reagents with methyl trifluoroacetate gives the corresponding aryl or heteroaryl trifluoromethyl ketones in good yields. Biological assays revealed that new heteroaryl trifluoromethyl ketones carrying 2,4-dimethoxypyrimidine and 3,5-dimethylisoxazole rings show good anti-tumor activities.

Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines

Tertiary alcohols bearing a trifluoromethyl group are of considerable medicinal interest. Using an umpolung strategy, we herein report the first intermolecular reductive cross-coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines with the aid of a Br?nsted acid catalyst upon visible-light irradiation. This metal-free reaction is operationally simple and performed at ambient temperature, allowing access to desired tertiary alcohols with tri-/difluoromethyl groups in moderate to excellent yields. The commercially available and easily handled Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.

Copper-Mediated Trifluoroacetylation of Arenediazonium Salts with Ethyl Trifluoropyruvate

A copper-mediated trifluoroacetylation of various arenediazonium salts with ethyl trifluoropyruvate is reported. The reaction proceeded smoothly under mild conditions at room temperature giving trifluoromethyl aryl ketones in moderate to good yields. A variety of functional groups, including methoxy, hydroxy, ester, ketone, trifluoromethyl, and halide groups, were well tolerated. A possible reaction mechanism involving an aryl radical intermediate was proposed and supported by experimental evidence. This reaction provides a new route to trifluoromethyl aryl ketones, notable synthetic targets, from the corresponding anilines.

Palladium-catalyzed carbonylative coupling of aryl iodides with an organocopper reagent: A straightforward procedure for the synthesis of aryl trifluoromethyl ketones

A palladium-catalyzed carbonylative coupling of aryl iodides with a (trifluoromethyl)copper reagent has been developed. A wide range of substrates have been transformed into their corresponding trifluoromethyl ketones in good to excellent yields under mild conditions with high efficiency and excellent functional-group compatibility. Preliminary mechanistic investigations suggest that the transmetallation of an acylpalladium intermediate with the (trifluoromethyl)copper reagent seems to be involved in the catalytic cycle. Notably, this report represents one of the few studies on carbonylative coupling with organocopper reagents.