19036-99-8

Usage

Uses

Used in Pharmaceutical Research:
(E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene is used as a compound in pharmaceutical research for its potential to inhibit the growth of cancer cells, making it a candidate for the development of novel anticancer drugs.
Used in Organic Synthesis:
In the field of organic synthesis, (E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene is utilized as a key intermediate or building block for the creation of more complex molecules with various applications.
Used in Biochemical and Biomedical Studies:
(E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene is used as a fluorescent probe in biochemical and biomedical studies, where its properties can be harnessed to track and visualize specific biological processes or interactions within living systems.
Used in Antioxidant and Anti-Inflammatory Applications:
(E)-1-(4-Methoxyphenyl)-2-(2-pyridyl)ethene is also being explored for its potential antioxidant and anti-inflammatory properties, which could lead to its use in the development of treatments for conditions associated with oxidative stress and inflammation.

Upstream product

• 100-69-6 2-vinylpyridine 
• 696-62-8 para-iodoanisole 
• 17881-80-0 (2-picolyl)trimethylsilane 
• 3585-93-1 N-(4-methoxybenzylidene)aniline oxide 
• 73853-36-8 2-<2-Hydroxy-2-(-p-methoxyphenyl)ethyl>pyridine 
• 123-11-5 4-methoxy-benzaldehyde 
• 110-86-1 pyridine 
• 1121-60-4 pyridine-2-carbaldehyde 
• 1145-93-3 diethyl 4-methoxybenzylphosphonate 
• 121-98-2 methyl 4-methoxybenzoate 
• 824-94-2 p-methoxybenzyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 99-96-7 4-hydroxy-benzoic acid 
• 99662-46-1 triphenyl(pyridin-2-ylmethyl)phosphonium chloride hydrochloride 

Downstream Products

• 77377-07-2 (E)-4-(2-(pyridin-2-yl)vinyl)phenol 
• 26573-47-7 1-[2-(4-methoxy-phenyl)-indolizin-3-yl]-ethanone 
• 1251668-19-5 2-(2,2-di(4-methoxyphenyl)vinyl)pyridine 
• 71413-38-2 RhBr₂(P((CH₂)3CH₃)3)2(C₅H₄NCHC(C₆H₄OCH₃)) 

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.

Water-Sculpting of a Heterogeneous Nanoparticle Precatalyst for Mizoroki-Heck Couplings under Aqueous Micellar Catalysis Conditions

Powdery, spherical nanoparticles (NPs) containing ppm levels of palladium ligated by t-Bu3P, derived from FeCl3, upon simple exposure to water undergo a remarkable alteration in their morphology leading to nanorods that catalyze Mizoroki-Heck (MH) couplings. Such NP alteration is general, shown to occur with three unrelated phosphine ligand-containing NPs. Each catalyst has been studied using X-ray photoelectron spectroscopy (XPS), energy-dispersive X-ray spectroscopy (EDX), transmission electron microscopy (TEM), and cryogenic transmission electron microscopy (cryo-TEM) analyses. Couplings that rely specifically on NPs containing t-Bu3P-ligated Pd occur under aqueous micellar catalysis conditions between room temperature and 45 °C, and show broad substrate scope. Other key features associated with this new technology include low residual Pd in the product, recycling of the aqueous reaction medium, and an associated low E Factor. Synthesis of the precursor to galipinine, a member of the Hancock family of alkaloids, is suggestive of potential industrial applications.

Dual ligand-promoted palladium-catalyzed nondirected C-H alkenylation of aryl ethers

Direct C-H functionalization of aryl ethers remains challenging owing to their low reactivity and selectivity. Herein, a novel strategy for nondirected C-H alkenylation of aryl ethers promoted by a dual ligand catalyst was demonstrated. This catalytic system readily achieved the highly efficient alkenylation of alkyl aryl ethers (anisole, phenetole, n-propyl phenyl ether, n-butyl phenyl ether and benzyl phenyl ether), cyclic aryl ethers (1,4-benzodioxan, 2,3-dihydrobenzofuran, dibenzofuran), and diphenyl oxides. Moreover, the proposed methodology was successfully employed for the late-stage modification of complex drugs containing the aryl ether motif. Interestingly, the compounds developed herein displayed fluorescent properties, which would facilitate their biological applications.

Iron-Catalyzed Coupling of Methyl N-Heteroarenes with Primary Alcohols: Direct Access to E-Selective Olefins

An efficient Fe-catalyzed system is reported for direct α-olefination of methyl-substituted N-heteroarenes with primary alcohols. The catalytic dehydrogenative coupling enables a series of functionalized E-olefinated N-heteroaromatics with excellent selectivity (>99%). Initial mechanistic studies including deuterium-labeling experiments provide evidence for the participation of the benzylic C-H/D bond of alcohols.

Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols

Catalytic α-olefination of alkylheteroarenes with primary alcohols via dehydrogenative coupling is presented. A simple nickel catalyst system stabilised by readily available nitrogen ligands enables a series of interesting E-configured vinylarenes (confirmed by X-ray crystal-structure analysis) to be synthesised in good to excellent yields with olefin/alkane selectivity of >20:1. Hydrogen and water are generated as byproducts and quantitative determination of H2 was performed.

Br?nsted acid-catalysed conjugate addition of photochemically generated α-amino radicals to alkenylpyridines

The conjugate addition of α-amino radicals to alkenylpyridines has been accomplished by the synergistic merger of Br?nsted acid and visible light photoredox catalysis. Key to reaction development was the protonation of the alkenylpyridines that transientl

Palladium-Catalyzed Oxidative Heck Coupling of Vinyl Pyridines with Aryl Boronic Acids

An efficient methodology has been developed for the oxidative cross-coupling of vinyl pyridine with various boronic acids catalyzed by palladium. In this reaction, vinyl pyridines reacted with various aryl boronic acids in the presence of 10 mol% palladium(II) trifluoroacetate, 10 mol% 1,10- phenanthroline, and 1 equivalent silver(I) oxide, to give the corresponding aryl vinyl pyridine products as a single stereoisomer, with N,N-dimethylformamide as the solvent and under 1 atmosphere of oxygen gas. The aryl vinyl pyridine products were obtained in moderate to good yields after 24 hours. A mechanism for the reaction is proposed.

Heck cross-coupling of vinyl heteroaromatic compounds with aryl and heteroaryl halides using Pd(II) complex under phosphine-free conditions

The palladium-catalyzed cross-coupling reaction of vinyl heteroaromatic compounds with aryl bromides and heteroaryl bromides is described using air and moisture stable N,N′,N″,O-tetrafunctional Pd catalyst under phosphine-free conditions. As a result a variety of trans-1,2-disubstituted vinyl heterocycles were obtained in high to good yields.

Use of silver carbonate in the Wittig reaction

An efficient synthesis of olefins by the coupling of stabilized, semistabilized, and nonstabilized phosphorus ylides with various carbonyl compounds in the presence of silver carbonate is reported. Wittig olefination of aromatic, heteroaromatic, and aliphatic aldehydes (yields >63%) and a ketone (yield 42%) are demonstrated. These reactions proceed overnight at room temperature, under weakly basic conditions, and as such extend the applicability of the Wittig reaction to base-sensitive reactants.