106376-16-3

Upstream product

• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 108-95-2 phenol 
• 455-24-3 4-trifluoromethylbenzoic acid 
• 201230-82-2 carbon monoxide 
• 98-56-6 4-chlorobenzotrifluoride 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 2751-90-8 tetraphenylphosphonium bromide 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 1441984-36-6 1,3-dioxoisoindolin-2-yl 4-(trifluoromethyl)benzoate 
• 98-80-6 phenylboronic acid 
• 17696-62-7 Phenyl 4-hydroxybenzoate 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 64-18-6 formic acid 
• 455-13-0 4-Iodobenzotrifluoride 

Downstream Products

• 98-08-8 α,α,α-trifluorotoluene 
• 728-86-9 phenyl[4-(trifluoromethyl)phenyl]methanone 
• 6185-76-8 (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone 
• 21221-91-0 4,4'-bis(trifluoromethyl)benzophenone 
• 256475-07-7 (2-methoxyphenyl)[4-(trifluoromethyl)phenyl]methanone 
• 113845-69-5 4-(4-trifluoromethylphenyl)morpholine 
• 447455-27-8 morpholino(4-(trifluoromethyl)phenyl)methanone 
• 53451-87-9 phenyl(4-trifluoromethylphenyl)amine 
• 347-80-8 N-phenyl 4-trifluoromethylbenzamide 
• 6140-17-6 4-methylbenzotrifluoride 
• 711-33-1 4-trifluoromethyl propiophenone 
• 86487-19-6 tributyl(4-(trifluoromethyl)phenyl)stannane 
• 214360-65-3 4-trifluoromethylphenylboronic acid pinacol ester 
• 501374-30-7 5,5-dimethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborinane 

Relevant academic research and scientific papers

Benzene-1,3,5-triyl triformate (TFBen): a convenient, efficient, and non-reacting CO source in carbonylation reactions

Benzene-1,3,5-triyl triformate (TFBen) as a kind of convenient and efficient CO source has been prepared for the first time. The character of TFBen as potent and non-reacting CO source has been proven by the successful synthetic applications in carbonylation reactions. Phloroglucinol (1,3,5-trihydroxybenzene) is abundant and naturally occurring has been applied as the reusable material for TFBen synthesis.

Direct esterification of aromatic aldehydes with tetraphenylphosphonium bromide under oxidative N-heterocyclic carbene catalysis

An unconventional reagent, tetraphenylphosphonium bromide, was employed as a phenyl source in the direct transformation of aromatic aldehydes to the corresponding phenyl esters under oxidative N-heterocyclic carbene (NHC) catalysis. The phenyl esters were obtained in moderate yields under mild and organocatalytic conditions. Copyright

Copper-catalysed synthesis of trifluoromethyl(hetero)arenes from di(hetero)aryl-λ3-iodanes

An efficient synthesis of trifluoromethylated (hetero)arenes has been achieved through the regioselective copper-catalyzed trifluoromethylation of di(hetero)aryl-λ3-iodanes, employing readily available trifluoromethyltrimethylsilane. The reaction works well for both symmetrical and unsymmetrical di(hetero)aryl-λ3-iodanes with good regioselectivity and also tolerates diverse functional groups such as bromo, iodo, cyano, nitro, ester, ketone and enolizable ketone.

Conversion of esters to thioesters under mild conditions

We report conversion of esters to thioestersviaselective C-O bond cleavage/weak C-S bond formation under transition-metal-free conditions. The method is notable for a general and practical transition-metal-free system, broad substrate scope and excellent functional group tolerance. The strategy was successfully deployed in late-stage thioesterification, site-selective cross-coupling/thioesterification/decarbonylation and easy-to-handle gram scale thioesterification. Selectivity and computational studies were performed to gain insight into the formation of weak C-S bonds by C-O bond cleavage, which contrasts with the traditional trend of nucleophilic additions to carboxylic acid derivatives.

Transition-Metal-Free DMAP-Mediated Aromatic Esterification of Amides with Organoboronic Acids

A new, transition-metal-free, effective method for aromatic esterification of amides with organoboronic acids has been developed. A wide range of benzoate derivatives were obtained with yields ranging from moderate to good. The catalytic reaction shows a broad substrate scope and excellent functional group tolerance. Conceptually, DMAP mediates the reaction and is crucial for this transformation.

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Method for preparing diaryl ester compound through efficient catalysis of pyridine palladium

The invention discloses a method for preparing a diaryl ester compound through efficient catalysis of pyridine palladium. The method is used for high-efficiency high-yield preparation of the diaryl ester compound under mild conditions by taking a phenol compound, an iodobenzene compound and carbon monoxide as raw materials, triethylamine as alkali and pyridine palladium as a catalyst. The method provided by the invention has the advantages of less usage amount of the palladium catalyst, high catalytic activity of the palladium catalyst, stability of the palladium catalyst to air, simple operation, short reaction time and high atom economy, opens up a low-cost, green and efficient way for preparation of diaryl ester compounds, and has broad application prospects.

Designing heterocyclic chalcones, benzoyl/sulfonyl hydrazones: An insight into their biological activities and molecular docking study

The aim of this study is to investigate the antioxidant, anticholinesterase and the antiproliferative activities of some chalcones, benzoyl and sulfonyl hydrazones. The antioxidant activity was studied by way of four complimentary assays and the anticholinesterase activity was studied using the Ellman method. The antiproliferative activity of the compounds was determined using a BrdU cell proliferation ELISA assay. Compound 32 (IC50: 15.58 ± 0.01 μg/mL) against the brain (C6) and 29 (IC50: 5.02 ± 0.05 μg/mL) against cervical (HeLa) cancer cell lines exhibited higher antiproliferative activity than the other compounds. Two sulfonyl hydrazone derivatives 45 and 47 exhibited very good antioxidant activity. The results of anticholinesterase activity indicated that nine compounds 3, 8, 10, 14, 24, 25, 27, 38, and 45 significantly inhibited acetylcholinesterase enzymes and thirty-three compounds 1–4, 7–14, 22–28, 32–41, 44–47 inhibited butyrylcholinesterase enzymes (BChE) more than galantamine. In addition, virtual screening methods based on ligand 45 having the best activity against BChE was used to define new human BChE inhibitors. The interactions of ligand 8 against acetylcholinesterase (AChE) were also examined. Important key residues were determined and visualized on completion of the methodology. All calculations indicated the suitability of use of the molecular docking approach for understanding interaction mechanisms and crucial fragments of novel hit compounds such as the potential lead AChE and BChE inhibitor candidates.

Nickel-Mediated Trifluoromethylation of Phenol Derivatives by Aryl C?O Bond Activation

The increasing pharmaceutical importance of trifluoromethylarenes has stimulated the development of more efficient trifluoromethylation reactions. Tremendous efforts have focused on copper- and palladium-mediated/catalyzed trifluoromethylation of aryl halides. In contrast, no general method exists for the conversion of widely available inert electrophiles, such as phenol derivatives, into the corresponding trifluoromethylated arenes. Reported herein is a practical nickel-mediated trifluoromethylation of phenol derivatives with readily available trimethyl(trifluoromethyl)silane (TMSCF3). The strategy relies on PMe3-promoted oxidative addition and transmetalation, and CCl3CN-induced reductive elimination. The broad utility of this transformation has been demonstrated through the direct incorporation of trifluoromethyl into aromatic and heteroaromatic systems, including biorelevant compounds.

Nickel-Catalyzed Cross-Coupling of Aryl Redoxactive Esters with Aryl Zinc Reagents

A nickel-catalyzed aryl-aroyloxyl C(sp2)-O radical cross-coupling reaction conducted using a redox active ester with aryl zinc reagent was developed. This method demonstrates a new disconnection approach for formation of aryl aryl esters. In the one-pot sequential process, the readily available aryl carboxylic acids can be converted into functionalized aryl aryl esters and heteroaryl esters. This protocol is amenable to the gram-scale synthesis. The present method has a wide substrate scope and high functional group tolerance.