16032-40-9

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Methoxyphenyl)quinoline is used as a pharmaceutical agent for its demonstrated antibacterial properties, offering a potential alternative for treating bacterial infections. Its antitumor capabilities also position it as a candidate for further research in oncology, where it could contribute to the development of novel cancer therapies.
Used in Bioimaging Applications:
As a fluorescent dye, 2-(4-Methoxyphenyl)quinoline is utilized in bioimaging to visualize and track cellular processes and structures. Its fluorescence properties allow researchers to monitor biological phenomena in real-time, enhancing the understanding of cellular dynamics and mechanisms.
Used in Chemical Sensing Applications:
2-(4-Methoxyphenyl)quinoline serves as a chemical sensor, detecting and responding to specific analytes in various environments. Its sensitivity and selectivity make it a valuable tool in analytical chemistry for environmental monitoring, medical diagnostics, and other fields requiring precise detection of chemical species.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 62-53-3 aniline 
• 7647-01-0 hydrogenchloride 
• 22396-06-1 1-(4-methoxyphenyl)-3-(2-nitrophenyl)-2-propen-1-one 
• 64-19-7 acetic acid 
• 10034-85-2 hydrogen iodide 
• 1021684-82-1 (E)-1-(4-methoxyphenyl)-3-(2-nitrophenyl)prop-2-en-1-one 
• 5344-90-1 2-Aminobenzyl alcohol 
• 3319-15-1 rac-1-(4-methoxyphenyl)-ethanol 
• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 615-43-0 2-iodophenylamine 
• 612-62-4 2-Chloroquinoline 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 246181-55-5 1-methyl-2-(4’-methoxyphenyl)-1H-4-quinolone 
• 1236385-08-2 4-chloro-2-(4-methoxyphenyl)-1,2-dihydroquinoline-1,3-dicarbaldehyde 
• 1448448-96-1 2-(4-methoxy-2-(5-methylthiophen-2-yl)phenyl)quinoline 
• 1662702-34-2 8-iodo-2-(3-iodo-4-methoxyphenyl)quinoline 
• 36710-31-3 2-(4-methoxylphenyl)quinoline N-oxide 
• 1198359-38-4 2-(4-methoxyphenyl)quinoline hydrobromide 
• 27382-42-9 1-(2-phenoxy-ethyl)-1H-quinolin-2-one 

Relevant academic research and scientific papers

Pr2O3 Supported Nano-layered Ruthenium Catalyzed Acceptorless Dehydrogenative Synthesis of 2-Substituted Quinolines and 1,8-Naphthyridines from 2-Aminoaryl Alcohols and Ketones

Pr2O3 supported Ru nanolayers and Ru nanoparticles catalysts were examined for the synthesis of quinolines. The Ru nanolayer was most active catalyst and showed a broad substrate scope. Structure-activity relationship demonstrated that the metallic state and morphology of Ru as well as the basic site of Pr2O3 were indispensable factors of this catalytic system.

Consecutive isomerization and cyclization of 3-(2-Aminophenyl)-1-arylprop- 2-yn-1-ols leading to 2-arylquinolines in the presence of potassium hydroxide

3-(2-Aminophenyl)-1-arylprop-2-yn-1-ols are readily converted to 2-arylquinolines in good yields in ethanol at 80° in the presence of potassium hydroxide via domino isomerization and cyclization.

A copper(II)-catalyzed protocol for modified Friedl?nder quinoline synthesis

2-Aminobenzyl alcohol reacts with an array of ketones in dioxane at 100 °C in the presence of a catalytic amount of CuCl2 along with KOH under O2 atmosphere to afford the corresponding quinolines in good yields. 2-Aminobenzyl alcohol is also oxidatively coupled and cyclized with various aldehydes by step-by-step procedure, an initial treatment of 2-aminobenzyl alcohol in the presence of CuCl2 and KOH in dioxane under O2 atmosphere and subsequent addition of aldehyde to the mixture followed by stirring under argon atmosphere, to give 3-substituted quinolines in moderate to good yields.

Ruthenium-catalysed oxidative cyclisation of 2-aminobenzyl alcohol with ketones: modified Friedlaender quinoline synthesis

2-Aminobenzyl alcohol is oxidatively cyclised with an array of ketones in dioxane at 80 deg C in the presence of a catalytic amount of a ruthenium catalyst and KOH to afford the corresponding quinolines in high yields.

The Diverse One-Pot Reactions of 2-Quinolylzincates: Homologation, Electrophilic Trapping, Hydroxylation, and Arylation Reactions

2-Quinolylzincates were efficiently produced from the regioselective metalation reactions of quinoline with various organozincates as key intermediates. The four different types of title reactions of these intermediates under the presented reaction conditions allowed for the facile formation of the corresponding C-2 functionalized quinolines, which are not successfully accessed through typical zincation methods.

Facile synthesis of 2-substituted quinolines and 3-alkynyl-2-aryl-2H-Indazole via SnCl2-mediated reductive cyclization

A rapid and efficient SnCl2·2H2O mediated synthesis of quinolines and indazoles has been developed using A3-coupling followed by reductive cyclization. The key highlights are the formation of quinoline in a one-pot fashion and indazole through N-N bond formation.

Samarium diiodide mediated reductive coupling of 2-nitro-1,3-diphenyl-2-propen-1-one: Synthesis of quinolines

The intramolecular reductive cyclization of 2-nitro-1,3-diphenyl-2-propen-1-ones (1) induced by SmI2 was investigated and 2-arylquinolines (2) were obtained in moderate to good yields at room temperature under neutral conditions.

Ruthenium-catalyzed oxidative coupling and cyclization between 2-aminobenzyl alcohol and secondary alcohols leading to quinolines

2-Aminobenzyl alcohol is oxidatively coupled and cyclized with secondary alcohols in dioxane at 80°C in the presence of a catalytic amount of RuCl2(PPh3)3 and KOH along with 1-dodecene as a sacrificial hydrogen acceptor to give the corresponding quinolines in good yields. The cyclization is applicable to a wide range of alkyl(aryl) and alkyl(alkyl) carbinols. The catalytic pathway seems to be proceeded via a sequence involving initial oxidation of both substrates to carbonyl compounds, cross aldol reaction, and cyclodehydration.

Multifunctional catalysis of a ruthenium-grafted hydrotalcite: One-pot synthesis of quinolines from 2-aminobenzyl alcohol and various carbonyl compounds via aerobic oxidation and aldol reaction

The Ru-grafted hydrotalcite was found to be an excellent multifunctional catalyst for one-pot synthesis of quinolines from 2-aminobenzyl alcohol and various carbonyl compounds. These quinolines were obtained through aerobic oxidation by the Ru species, followed by aldol reaction on base sites of the hydrotalcite.

Palladium-catalyzed Sonogashira coupling reaction followed by isomerization and cyclization

2-Iodoaniline reacts with terminal acetylenic carbinols in THF at 80 °C in the presence of a catalytic amount of PdCl2(PPh3) 2 and CuI along with aqueous tetrabutylammonium hydroxide to afford the corresponding 2-arylquinolines in good yields. The catalytic pathway seems to be proceeded via a sequence involving initial Sonogashira coupling between 2-iodoaniline and terminal acetylenic carbinols to form coupled acetylenic carbinols, isomerization of coupled acetylenic carbinols to α,β- unsaturated ketones, and cyclodehydration.