27952-00-7

Usage

Uses

Used in Organic Synthesis:
(E)-2-(4-bromostyryl)pyridine is used as an intermediate in the synthesis of various chemicals. Its unique structure, including the bromine and styryl groups, allows for further chemical reactions and modifications, making it a valuable component in creating a range of compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (E)-2-(4-bromostyryl)pyridine is used as a building block for the synthesis of more complex compounds with potential medicinal properties. Its structural features may contribute to the development of new drugs or drug candidates, particularly those targeting specific biological pathways or receptors.

Upstream product

• 38700-15-1 triphenyl-(2-pyridylmethyl)phosphonium chloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 4377-33-7 2-chloromethylpyridine 
• 109-06-8 α-picoline 
• 1121-60-4 pyridine-2-carbaldehyde 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 589-17-3 p-bromobenzyl chloride 
• 873-75-6 4-bromobenzenemethanol 
• 100-69-6 2-vinylpyridine 
• 98-58-8 4-bromobenzenesulfonyl chloride 

Downstream Products

• 1071795-01-1 2-[2-(4-bromophenyl)ethynyl]pyridine 

Relevant academic research and scientific papers

A new insight into the push-pull effect of substituents via the stilbene-like model compounds

In this paper, authors report on 1-pyridyl-2-arylethenes, 1-furyl-2-arylethylenes, 1,2-diphenylpropylenes and substituted cinnamyl anilines as stilbene-like model compounds to investigate the factors dominating the push-pull effect of substituents via usi

Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups

Thirty six 1-pyridyl-2-arylethenes XCH=CHArY (abbreviated XAEY) were synthesized, in which, X is 2-pyridyl, 3-pyridyl and 4-pyridyl and Y is OMe, Me, H, Br, Cl, F, CF3, and CN. Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelengths of absorption maximum λmax were recorded. Also, the 234 λmax values of 1-substituted phenyl-2-arylethylene compounds (XAEY, where X is substituted phenyl) were collected. The excited-state substituent constants (Formula presented.) of three pyridyl groups and 23 substituted phenyl groups (total of 26) were obtained by means of curve-fitting method. Taking the λmax values of 358 samples of bi-arylethene derivatives as a data set and 126 samples of bi-aryl Schiff bases (including nine compounds synthesized by this work) as another data set, quantitative correlation analyses were performed by employing the obtained (Formula presented.) as a parameter, and good results were obtained for the two data sets. The reliability of the obtained (Formula presented.) values was verified. The results of this paper can provide excited-state substituent constants for the study and application of optical properties of conjugated organic compounds containing aryl groups.

Iron complex containing diphosphine meta-position carborane ligand as well as preparation method and application of same

The invention relates to an iron complex containing a diphosphine meta-position carborane ligand as well as a preparation method and application of the same. The iron complex is prepared by the following method: reacting n-BuLi with m-carborane m-C2B10H12, then adding halogenated phosphine for continuous reaction, then adding FeCl2 into a reaction system for continuous reaction, after the reactionis finished, separating the reaction product to obtain an iron complex containing a diphosphine m-carborane ligand, and applying the iron complex to catalytic synthesis of a trans-2-alkenyl azaarenecompound. Compared with the prior art, the method shows efficient catalytic activity in synthesis of the trans-2-alkenyl aza-aromatic hydrocarbon compound through direct condensation reaction of 2-methyl aza-aromatic hydrocarbon and aromatic aldehyde, is low in catalyst dosage, mild in reaction condition, high in reaction rate and relatively high in yield, and has a wide application prospect in industry.

Borane-Catalyzed Chemoselective and Enantioselective Reduction of 2-Vinyl-Substituted Pyridines

Herein, we report that highly chemoselective and enantioselective reduction of 2-vinyl-substituted pyridines has been achieved for the first time. The reaction, which uses chiral spiro-bicyclic bisboranes as catalysts and HBpin and an acidic amide as reducing reagents, proceeds through a cascade process involving 1,4-hydroboration followed by transfer hydrogenation of a dihydropyridine intermediate. The retained double bond in the reduction products permits their conversion to natural products and other useful heterocyclic compounds by simple transformations.

Direct Wittig Olefination of Alcohols

A base-promoted transition metal-free approach to substituted alkenes using alcohols under aerobic conditions using air as the inexpensive and clean oxidant is described. Aldehydes are relatively difficult to handle compared to corresponding alcohols due to their volatility and penchant to polymerize and autoxidize. Wittig ylides are easily oxidized to aldehydes and consequently form homo-olefination products. By the strategy of simultaneously in situ generation of ylides and aldehydes, for the first time, alcohols are directly transferred to olefins with no need of prepreparation of either aldehydes or ylides. Thus, the di/monocontrollable olefination of diols is accomplished. This synthetically practical method has been applied in the gram-scale synthesis of pharmaceuticals, such as DMU-212 and resveratrol from alcohols.

NOVEL HYDRAZIDE CONTAINING COMPOUNDS AS BTK INHIBITORS

The present invention relates to novel hydrazide containing compounds as Bruton tyrosine kinase inhibitors, process of preparation thereof, and to the use of the compounds in the preparation of pharmaceutical compositions for the therapeutic treatment of disorders involving mediation of Bruton tyrosine kinase in humans.

Palladium-Catalysed Desulfitative Heck Reaction Tolerant to Aryl Carbon-Halogen Bonds for Access to (Poly)halo-Substituted Stilbene or Cinnamate Derivatives

The palladium-catalysed desulfitative Heck type reaction of (poly)halo-substituted benzenesulfonyl chlorides with alkenes was investigated. Styrene or acrylates in the presence of bromo- or iodobenzenesulfonyl chlorides and a phosphine-free palladium catalyst were found to afford the expected β-arylated Heck type products with complete regio- and stereoselectivities. The reaction tolerates a variety of substituents on the halobenzenesulfonyl chloride. Moreover, no cleavage of the C-Br and C-I bonds was observed in the course of these reactions, allowing further transformations. Using 4-bromobenzenesulfonyl chloride as the central unit, consecutive desulfitative Heck type reaction followed by palladium-catalysed direct arylation allowed to prepare heteroarylated stilbene derivatives in only two steps.

Synthesis of new conjugated polymers as hole injection layer and performance of OLED devices

The fluorene-based poly(dioctylfluorene-alt-biphenylamine)s with styrylpyridyl group were synthesized by using Pd-catalyzed polycondensation reaction. These hole injection/ transport polymers showed very good solvent resistance after photo-crosslinking which could facilitate the subsequent spin coating of the emitting layer polymer solution. Moreover these polymers could be patterned by using distyrylpyridyl alkyl monomer (DSM) as crosslinking agents. The OLED devices with configuration of ITO/HIL/Alq3:NPD/LiF/Al in which synthesized polymer was used as hole injection layer (HIL) were fabricated and their performance was compared with the commercially available PEDOT:PSS as HIL layer.