85289-90-3

Upstream product

• 1737-26-4 1-(4-trifluorophenyl)ethanol 
• 27190-69-8 1-ethyl-4-(trifluoromethyl)benzene 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 402-50-6 1-trifluoromethyl-4-vinyl-benzene 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 402-51-7 4-(trifluoromethyl)phenylmagnesium bromide 
• 402-43-7 p-trifluoromethylphenyl bromide 

Downstream Products

• 1433777-43-5 (R)-1-(4-methoxyphenyl)-4-(4-(trifluoromethyl)phenyl)pentan-3-one 
• 134904-86-2 2-Methyl-2-(4-trifluoromethylphenyl)acetic acid 

Relevant academic research and scientific papers

Cu-Catalyzed Site-Selective Benzylic Chlorination Enabling Net C–H Coupling with Oxidatively Sensitive Nucleophiles

Site-selective chlorination of benzylic C–H bonds is achieved using a CuICl/bis(oxazoline) catalyst with N-fluorobenzenesulfonimide as the oxidant and KCl as a chloride source. This method exhibits higher benzylic selectivity, relative to estab

SUBSTITUTED PYRIDOPYRIMIDINONYL COMPOUNDS USEFUL AS T CELL ACTIVATORS

Disclosed are compounds of Formula (I): or a salt thereof, wherein: R1, R2, R4, R5, and m are defined herein. Also disclosed are methods of using such compounds to inhibit the activity of one or both of diacylglycerol kinase alpha (DGKα) and diacylglycerol kinase zeta (DGKζ), and pharmaceutical compositions comprising such compounds. These compounds are useful in the treatment of viral infections and proliferative disorders, such as cancer.

Ferric chloride–catalyzed deoxygenative chlorination of carbonyl compounds: A comparison of chlorodimethylsilane and dichloromethylsilane system

Deoxygenative chlorination of carbonyl compounds using the HMe2SiCl/FeCl3/EtOAc and HMeSiCl2/FeCl3/EtOAc systems has been systemically investigated. The HMe2SiCl-FeCl3 system showed the advantages of good substrate applicability, mild reaction conditions, simple operation, low cost, and easy availability of raw materials. Also, it provided a simple and efficient synthesis route for carbonyl deoxychlorination via a one-pot method. Using the HMeSiCl2/FeCl3/EtOAc system, the β-methylchalcone derivative could be obtained in good yields in addition to obtaining the chlorinated compound. Finally, two plausible reaction routes were proposed to describe the formation of the chlorinated compound and the β-methylchalcone derivative.

Metal-free regioselective hydrochlorination of unactivated alkenes via a combined acid catalytic system

A combined acid HCl/DMPU-acetic acid catalytic system was used in the hydrochlorination of a wide range of unactivated alkenes. This hydrochlorination strategy is remarkably greener than previous reported methods in terms of high atom efficiency, no toxic waste generated and metal-free process. The higher efficiency, compared with other commercially available HCl reagents, was augmented by the good regioselectivity and functionality tolerance found. A stepwise mechanism for this hydrochlorination process was proposed based on kinetic studies.

Iron catalyzed halogenation of benzylic aldehydes and ketones

A simple and efficient iron-catalyzed method for chlorination of aromatic carbonyl compounds is reported. By using 4-10 mol% Fe(iii) oxo acetate catalyst, prepared by solid state atmospheric oxidation of Fe(ii) acetate, in combination with triethylsilane and chlorotrimethylsilane, hydrosilylation of benzylic carbonyl compounds with subsequent chlorination is achieved within a few hours at room temperature. This new method is mild and rapid compared to the conventional two step approach involving reduction and chlorination reactions in separate stages. Development of synthetic methodology is also supplemented here by kinetic investigation of the reaction mechanism, which supports the tentative mechanisms suggested previously for similar reactions. This journal is

Catalytic asymmetric reductive acyl cross-coupling: Synthesis of enantioenriched acyclic α,α-disubstituted ketones

The first enantioselective Ni-catalyzed reductive acyl cross-coupling has been developed. Treatment of acid chlorides and racemic secondary benzyl chlorides with a NiII/bis(oxazoline) catalyst in the presence of Mn0 as a stoichiometric reductant generates acyclic α,α-disubstituted ketones in good yields and high enantioselectivity without requiring stoichiometric chiral auxiliaries or pregeneration of organometallic reagents. The mild, base-free reaction conditions are tolerant of a variety of functional groups on both coupling partners.

Heavy Atom Isotope Effect Studies of Elimination Reaction Mechanisms. 1. A Kinetic and Carbon-14 Kinetic Isotope Effect Study of the Base-Promoted Dehydrochlorination of Substituted 1-Phenylethyl-2-14C Chlorides

Upon treatment with the solvent conjugate base, the primary reaction of substituted 1-phenyl chloride is elimination to substituted styrenes in t-BuOH-10percent v/v Me2SO at 60 deg C and in bis(2-hydroxyethyl) ether-10percent v/v Me2SO at 45 deg C.Kinetics studies using eight substituted chlorides show that these reactions are strongly accelerated by both electron-donating and electron-withdrawing substituents, probably indicating a fairly reactant-like E2 transition state with the mechanism changing from E1-like E2 to E1cB-like E2 as the substituents change from EDG to EWG.In this first carbon isotope effect study of an elimination reaction of an alkyl chloride, carbon-14 kinetic isotope effects have been measured in the alkoxide/bis(2-hydroxyethyl) ether-Me2SO system for 1-(4-methylphenyl)ethyl-2-14C chloride, k/βk = 1.038, 1-phenylethyl-2-14C chloride, k/βk = 1.058, and 1-(4-chlorophenyl)ethyl-2-14C chloride, k/βk = 1.068.Clearly none of these compounds reacts by an irreversible E1 mechanism, for which no β-carbon isotope effect should be observed.The trend in the results is what would be expected from increased Cβ-H bond rupture as the E2 transition state shifts from E1-like to E1cB-like.Theoretical calculations involving E1-like E2 transition-state models show that in this region only for a reaction coordinate motion that strongly couples Cβ-H bond rupture, Cα-Cβ double bond formation, and Cα-Cl bond rupture does the calculated value for k/βk come into the experimentally observed range, and then only for reactant-like models.