114829-07-1

Usage

Preparation

Also obtained by treatment of butyl-[2,2-difluoro-1-(4-methoxyphenyl)-eth-(Z)-ylidene]amine with aqueous hydrochloric acid in acetonitrileAlso obtained by reaction of p-anisole magnesium bromide with ethyl 2,2-difluoroacetate in THF at ?78° (36%) Also obtained by treatment of 2,2-difluoro-1-(4-methoxyphenyl)vinyl benzoate with aqueous potassium hydroxide in THF at r.t. for 12 h (72%)Also obtained by reaction of Selectfluor with 1-(4-morpholinyl)-1-(4-methoxy-phenyl)ethene in the presence of 4 ? molecular sieves in acetonitrile at ?10° for 8 h (64%).

Upstream product

• 381-72-6 difluoroacetyl chloride 
• 100-66-3 methoxybenzene 
• 454-31-9 ethyl difluoroacetate 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 15191-68-1 4,4,4-trifluoro-1-(4-methoxyphenyl)-1,3-butanedione 
• 13422-77-0 3-(4-methoxy-phenyl)-3-oxo-propionic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 686-11-3 N,N-diethyl-2,2-difluoroacetamide 
• 27074-57-3 2,2-difluoro-1-(morpholin-4-yl)ethanone 
• 667-50-5 Difluoroacetic acid N,N-dimethylamide 
• 711-38-6 4'-methoxy-2,2,2-trifluoroacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 83785-91-5 4-methoxybenzaldehyde-N,N-(β,β'-oxy-diethylene)hydrazone 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 114829-11-7 4-[2,2-Difluoro-1-(4-methoxy-phenyl)-eth-(Z)-ylidene]-2-phenyl-4H-oxazol-5-one 
• 112545-97-8 2,2-difluoro-1,2-bis(4-methoxyphenyl)ethan-1-one 
• 1409976-36-8 2,2-difluoro-1-(4-methoxyphenyl)-2-(4-(trifluoromethyl)phenyl)ethanone 
• 1409976-35-7 2,2-difluoro-2-(4-fluorophenyl)-1-(4-methoxyphenyl)ethanone 
• 1409976-31-3 2,2-difluoro-1-(4-methoxyphenyl)-2-phenylethanone 
• 1409976-34-6 2-(biphenyl-4-yl)-2,2-difluoro-1-(4-methoxyphenyl)ethanone 
• 1409976-33-5 2-(4-tert-butylphenyl)-2,2-difluoro-1-(4-methoxyphenyl)ethanone 

Relevant academic research and scientific papers

Photoredox Fluoroalkylation of Hydrazones in Neutral and Reductive Modes

Visible light promoted fluoroalkylation of hydrazones using 4-perfluoropyridine sulfides as fluoroalkyl radical sources is described. The process can proceed in neutral and reductive modes delivering either hydrazones or hydrazines, respectively, depending on structure of starting substrates and reaction conditions. For the reductive process, ascorbic acid is used as a terminal reductant, which recycles the photocatalyst and serves as a source of hydrogen towards nitrogen-centered radicals. (Figure presented.).

Direct electrochemical hydrodefluorination of trifluoromethylketones enabled by non-protic conditions

CF2H groups are unique due to the combination of their lipophilic and hydrogen bonding properties. The strength of H-bonding is determined by the group to which it is appended. Several functional groups have been explored in this context includ

Transaminases as suitable catalysts for the synthesis of enantiopure β,β-difluoroamines

Transaminases have shown the ability to catalyze the amination of a series of aliphatic and (hetero)aromatic α,α-difluorinated ketones with high stereoselectivity, thus providing the corresponding β,β-difluoroamines in high isolated yields (55–82%) and ex

Continuous Flow Acylation of (Hetero)aryllithiums with Polyfunctional N,N-Dimethylamides and Tetramethylurea in Toluene

The continuous flow reaction of various aryl or heteroaryl bromides in toluene in the presence of THF (1.0 equiv) with sec-BuLi (1.1 equiv) provided at 25 °C within 40 sec the corresponding aryllithiums which were acylated with various functionalized N,N-

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.

Biocatalytic Strategy for the Highly Stereoselective Synthesis of CHF2-Containing Trisubstituted Cyclopropanes

The difluoromethyl (CHF2) group has attracted significant attention in drug discovery and development efforts, owing to its ability to serve as fluorinated bioisostere of methyl, hydroxyl, and thiol groups. Herein, we report an efficient biocat

Oxidation of fluoroalkyl alcohols using sodium hypochlorite pentahydrate [1]

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.

Palladium-catalyzed fluoroacylation of (Hetero)arylboronic acid with fluorothioacetates at ambient temperature

A palladium-catalyzed fluoroacylation of (hetero)aryl boronic acid with the fluorothioacetates is described at ambient temperature. A variety of aryl, and heteroaryl boronic acids are compatible in the reaction, affording the corresponding fluoroalkyl ketones in moderate to good yields. Further late-stage di-, and trifluoroacylation of drug molecule clofibrate and estrone demonstrated the synthetic practicability of this protocol.2009 Elsevier Ltd. All rights reserved.

Direct and Chemoselective Synthesis of Tertiary Difluoroketones via Weinreb Amide Homologation with a CHF2-Carbene Equivalent

The homologation of Weinreb amides into difluoromethylketones with a formal nucleophilic CHF2 transfer agent is reported. Activating TMSCHF2 with potassium tert-amylate enables a convenient access to the difluorinated homologation re

N-phenyl-N-p-toluenesulfonyl difluoroacetamide and application thereof

The invention belongs to the field of pharmaceutical and chemical intermediates and relative chemical technologies. N-phenyl-N-p-toluenesulfonyl difluoroacetamide and application thereof are disclosed. Under the action of a metal catalyst, a ligand and alkali, N-phenyl-N-p-toluenesulfonyl difluoroacetamide, which is used as a difluoroacetylation reagent, reacts with an arylboronic acid compound inan organic solvent to be efficiently and highly selectively converted into a difluoroacetophenone compound. The synthetic method of the difluoroacetophenone compound has few reaction steps, is environmentally-friendly by using stable, easily-stored and cheap and easily-available NDFTS as the difluoroacetyl source, has mild reaction condition, and is convenient to operate; and since the target product is obtained with high yield and high selectivity, the synthetic method has good industrial production value and practical application value. The difluoroacetophenone compound synthesized by the method can be further subjected to a functionalization reaction and is widely applied in the fields of medicine, pesticide, bioactive molecule and functional material molecule synthesis.