128796-39-4

Usage

Uses

Used in Suzuki Reaction:
4-Trifluoromethylphenylboronic acid is used as a reactant in the Suzuki reaction, a widely employed cross-coupling process in organic chemistry. It facilitates the formation of carbon-carbon bonds between an aryl or vinyl halide and an organoboron compound, leading to the synthesis of biaryls and other complex organic molecules.
Used in Pharmaceutical Industry:
4-Trifluoromethylphenylboronic acid is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique trifluoromethyl group can impart valuable properties to the final drug molecules, such as increased lipophilicity, metabolic stability, and binding affinity to target proteins.
Used in the Preparation of Alkenyl-Substituted Cyclopenta[b]indole Compounds:
4-Trifluoromethylphenylboronic acid is used as a reactant in the preparation of alkenyl-substituted cyclopenta[b]indole compounds, which exhibit antitumor activity. These compounds have potential applications in cancer therapy, offering new avenues for the development of anticancer drugs.

InChI:InChI=1/C7H6BF3O2/c9-7(10,11)5-1-3-6(4-2-5)8(12)13/h1-4,12-13H

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 98-08-8 α,α,α-trifluorotoluene 
• 5419-55-6 Triisopropyl borate 
• 7440-44-0 pyrographite 
• 150-46-9 triethyl borate 
• 73183-34-3 bis(pinacol)diborane 
• 7732-18-5 water 
• 98-56-6 4-chlorobenzotrifluoride 
• 455-14-1 4-trifluoromethylphenylamine 
• 13675-18-8 tetrahydroxydiboron 
• 27389-56-6 N,N,N-trimethyl-4-(trifluoromethyl)benzenaminium iodide 
• 55124-35-1 diisopropylamine borane 
• 6562-41-0 chloro-bis(dimethylamino)borane 
• 67-56-1 methanol 

Downstream Products

• 157808-71-4 (5R,6S)-7-Oxo-6-((R)-1-triethylsilanyloxy-ethyl)-3-(4-trifluoromethyl-phenyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 158959-37-6 1-[2-(4-trifluoromethylphenyl)cyclopenten-1-yl]-4-(methylsulfonyl)benzene 
• 158959-69-4 1-[2-(4-Trifluoromethylphenyl)-cyclopenten-1-yl]-4-(methylthio)benzene 
• 172975-77-8 N-(4-Trifluoromethyl-[1,1';3',1'']terphenyl-2'-ylmethyl)-benzamide 
• 172975-84-7 N-(4''-Chloro-4-trifluoromethyl-[1,1';3',1'']terphenyl-2'-ylmethyl)-benzamide 
• 402-45-9 4-hydroxybenzotrifluoride 
• 581-80-6 4,4'-bis(trifluoromethyl)biphenyl 
• 398-36-7 1-phenyl-4-(trifluoromethyl)benzene 
• 183437-80-1 5-bromo-2-(4-(trifluoromethyl)phenyl)pyrimidine 
• 195457-71-7 4-[4-(trifluoromethyl)phenyl]benzoic acid 

Relevant academic research and scientific papers

Biphenyl compound, liquid crystal composition containing biphenyl compound and application thereof

The invention relates to a biphenyl compound, a liquid crystal composition containing the biphenyl compound and an application thereof. Specifically, the invention discloses a biphenyl compound of which the structure is shown as a formula I, and the definition is shown in the specification in detail. The invention further discloses the liquid crystal composition. The liquid crystal composition at least comprises one or more compounds in a compound shown as a formula I. The liquid crystal composition has improved physical parameters, such as higher dielectric constant anisotropy, higher optical anisotropy, lower rotary viscosity and the like, has the advantages of realizing quick response, reducing energy consumption, improving image quality and the like, and is suitable for a liquid crystal display in an IPS mode.

Aryl boronic acid preparation method

The invention belongs to the technical field of fine chemical engineering, and relates to an aryl boronic acid preparation method. In the prior art, aryl boronic acid as a novel safe and environmentally-friendly arylation reagent is widely used in scientific research and production of various fine chemicals containing aryl structures in the fields of medicines, pesticides, advanced materials and the like; and the aryl boronic acid compound preparation method reported in the disclosed literature has problems of harsh reaction conditions and high cost. A purpose of the invention is to provide amethod, wherein an aryl boron compound is formed by carrying out a reaction on a Grignard reagent and trialkyl borate under mild conditions, the composition of the aryl boron compound is converted from the main component diaryl borate into the main component aryl borate, and the aryl borate is hydrolyzed to obtain aryl boric acid, so that the preparation cost of the acyl aryl boric acid compound can be remarkably reduced, and the method has good practical application prospect.

Magnesium promoted autocatalytic dehydrogenation of amine borane complexes: A reliable, non-cryogenic, scalable access to boronic acids

Owing to the unusual reactivity of dialkylamine-borane complexes, a methodology was developed to simply access boronic acids. The intrinsic instability of magnesium aminoborohydride was tweaked into a tandem dehydrogenation borylation sequence. Proceeding via an autocatalytic cycle, amineborane dehydrogenation was induced by a variety of Grignard reagents. Overall, addition of the organomagnesium species onto specially designed dialkylamine-borane complexes led to a variety of boronic acids in high yields. In addition, the reaction can be performed under Barbier conditions, on a large scale.

Copper-Catalyzed Monoorganylation of Trialkyl Borates with Functionalized Organozinc Pivalates

Organozinc pivalates, a recently developed air- and moisture-stable organozinc species, were found for the first time as excellent organometallic species in the monoorganylation of trialkyl borates whereby boronic acids were prepared in high yields. The significant advantage of organozinc pivalates over another previously employed organometallic reagents, e. g., organolithium reagents, Grignard reagents and organozinc halides, is that the generation of multiorganylation byproducts such as borinic acids and trialkylboranes were completely suppressed. Additionally, the in situ generated boronates could be directly arranged into Suzuki-Miyaura type cross-coupling reactions to produce biaryls in high yields.

Photoinduced Miyaura Borylation by a Rare-Earth-Metal Photoreductant: The Hexachlorocerate(III) Anion

The first photoinduced carbon(sp2)–heteroatom bond forming reaction by a rare-earth-metal photoreductant, a Miyaura borylation, has been achieved. This simple, scalable, and novel borylation method that makes use of the hexachlorocerate(III) anion ([CeIIICl6]3?, derived from CeCl3) has a broad substrate scope and functional-group tolerance and can be conducted at room temperature. Combined with Suzuki–Miyaura cross-coupling, the method is applicable to the synthesis of various biaryl products, including through the use of aryl chloride substrates.

Under the mellow promotion aromatic amine boronise produced by the reaction of an aryl boronic acid and aryl borate method

The invention discloses a method for preparation of aryl boronic acid and aryl borate by alcohol-promoted boronation reaction of aromatic amine, the aromatic amine which is easy to get and cheap is used as a raw material, a diboron compound is used as a boron source, a nitrite is used as a diazotization reagent, and the aryl boronic acid and aryl borate are obtained by alcohol-promoted reaction at room temperature in no presence of a catalyst. The method has the advantages of simple operation, mild reaction conditions, no presence of a metal catalyst, reduction of the production cost, high product yield, tolerance to different functional groups on aryl, and a wide adaptive range.

A containing fluorophenylboronic acid production process

The invention discloses a process for preparing fluorine-containing phenylboronic acid. The process comprises the following steps: 1) adding magnesium chips, borazine and an organic solvent into a reaction container; 2) adding an iodine initiator or a Grignard reagent, and stirring for 10-60min; 3) dripping a mixed solution of an organic solvent and a fluorine-containing phenyl compound within 1.5-2.5h for reacting, and controlling the temperature of the system to be between 20 DEG C and a reflux temperature; and 4) separating the reaction system of the last step and purifying to obtain the product. According to the process, the problems about stability and safety of a Grignard reagent intermediate in boronic acid production and ultralow-temperature operation are solved, the cost is reduced, the process is favorable for operation, and also the problem about compatibility of functional groups is also solved.

Borinic Acids via Direct Arylation of Amine-Borane Complexes: An Air- and Water-Stable Boron Source

A synthesis of borinic acids and borinates was optimized using amine-borane complexes as a water and air insensitive borylating agent. The reaction operates under convenient conditions using a non-cryogenic temperature and with no flash chromatography, and it gives no boron impurities. The reaction proceeds through a tandem dehydrogenation-double addition mechanism.

Development of a Concise Multikilogram Synthesis of LPA-1 Antagonist BMS-986020 via a Tandem Borylation-Suzuki Procedure

The process development for the synthesis of BMS-986020 (1) via a palladium catalyzed tandem borylation/Suzuki reaction is described. Evaluation of conditions culminated in an efficient borylation procedure using tetrahydroxydiboron followed by a tandem Suzuki reaction employing the same commercially available palladium catalyst for both steps. This methodology addressed shortcomings of early synthetic routes and was ultimately used for the multikilogram scale synthesis of the active pharmaceutical ingredient 1. Further evaluation of the borylation reaction showed useful reactivity with a range of substituted aryl bromides and iodides as coupling partners. These findings represent a practical, efficient, mild, and scalable method for borylation.

Scalable, Metal- and Additive-Free, Photoinduced Borylation of Haloarenes and Quaternary Arylammonium Salts

We report herein a simple, metal- and additive-free, photoinduced borylation of haloarenes, including electron-rich fluoroarenes, as well as arylammonium salts directly to boronic acids. This borylation method has a broad scope and functional group tolerance. We show that it can be further extended to boronic esters and carried out on gram scale as well as under flow conditions.