10265-82-4

Usage

Polycyclic aromatic hydrocarbon

It is a type of hydrocarbon with multiple aromatic rings in its structure.

Cyclopentane ring

A five-carbon ring structure, which is part of the compound's core structure.

Quinoline ring

A tricyclic aromatic compound consisting of a benzene ring fused to a pyridine ring, also part of the compound's core structure.

Phenyl group

A benzene ring with a single bond to an atom or group, in this case, attached to the 9th position of the compound.

Potential biological activity

The compound may have effects on biological systems, making it of interest in medicinal chemistry and pharmaceutical research.

Antitumor potential

The compound has been studied for its potential to inhibit the growth of tumors, making it a candidate for cancer treatment research.

Inhibitory effects on enzymes

The compound may have the ability to interfere with the function of certain enzymes, which could be useful in the development of new drugs.

Applications in synthesis of organic compounds

The compound may serve as a building block or intermediate in the synthesis of other organic compounds, contributing to the development of new chemical products.

Development of new materials

The compound's unique structure and properties may contribute to the creation of new materials with potential applications in various industries.

Upstream product

• 615-43-0 2-iodophenylamine 
• 308805-77-8 1-(2-phenylethynyl)-1-cyclobutanol 
• 1001593-46-9 2-diphenylmethylenecyclopentanone O-methyloxime 
• 96-41-3 Cyclopentanol 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 136954-19-3 1,6-diphenyl-hex-5-yn-1-one 
• 13209-38-6 (2-aminophenyl)(phenyl)methanol 
• 13047-06-8 o-bromobenzophenone 
• 120-92-3 cyclopentanone 
• 536-74-3 phenylacetylene 
• 16664-48-5 6-bromo-1-phenyl-1-hexyne 
• 66003-76-7 Diphenyliodonium triflate 
• 856120-87-1 (6-azidohex-1-yn-1-yl)benzene 
• 14918-21-9 5-hexynonitrile 

Relevant academic research and scientific papers

An efficient approach to quinolines via Friedlaender synthesis catalyzed by cuprous triflate

A mild and efficient route for the synthesis of quinolines utilizing cuprous triflate (Cu(OTf)2) as a novel catalyst via Friedlaender annulation in excellent yields at room temperature under solvent-free conditions was described.

Efficient Friedlaender synthesis of quinoline derivatives from 2-aminoarylketones and carbonyl compounds mediated by recyclable PEG-supported sulfonic acid

2-Aminoarylketones undergo smooth condensation with α-methylene ketones in the presence of 10 mol% of poly(ethylene glycol) (PEG)-supported sulfonic acid under mild reaction conditions to afford the corresponding poly-substituted quinolines in excellent y

Green approach for the efficient synthesis of quinolines promoted by citric acid

Citric acid promoted Friedlander synthesis of a mini-library of poly substituted quinolines (30 examples) at 100 °C under solvent-free conditions was achieved in moderate to excellent yields (54-99%). The method is simple, cost-effective and environmental

Dowex-50w promoted friedlaender synthesis of substituted quinolines under solvent-free conditions

An efficient method for the synthesis of substituted quinolines using Dowex-50W ion exchange resin as reusable eco-friendly catalyst vai Friedlaender annulation under solvent-free conditions is described. The Japan Institute of Heterocyclic Chemistry.

Synthesis of polysubstituted quinolines using cyanuric chloride as a catalyst under aqueous conditions

A mild, eco-friendly and efficient route for the synthesis of quinolines and polycyclic quinolines via Friedlaender annulation using cyanuric chloride as a catalyst under aqueous conditions is described.

Palladium-Catalyzed Regioselective Oxidative Annulation of Cyclohexanones and 2-Aminophenyl Ketones Using Molecular Oxygen as the Sole Oxidant

A facile oxidative annulation of cyclohexanones and 2-aminophenyl ketones that uses molecular oxygen as the sole oxidant is described. The reaction provides a direct approach to acridines, a structural motif for a large number of fluorescent sensors, functional materials, ligands, and pharmaceuticals. In the presence of a palladium catalyst, high regioselectivity is observed when using non-symmetric 3-substituted cyclohexanones. With the use of oxygen as the terminal redox moderator, the electron gap of the global redox condensation process is filled and the reaction efficiency is significantly promoted. This protocol possesses many advantages such as using non-hazardous oxidant and readily available starting materials, high regioselectivity, and water as the only by-product. (Figure presented.).

Bioorganopromoted green Friedl?nder synthesis: a versatile new malic acid promoted solvent free approach to multisubstituted quinolines

The discovery of a new, malic acid promoted, eco-friendly Friedl?nder approach to varied multisubstituted quinolines is disclosed. To the best of our knowledge, this is the first report on the use of malic acid, classified as one of the 12 biobased hot molecules by the US Department of Energy, as an organopromoter in organic synthesis and includes many benefits like wide substrate scope, solvent free ambient reaction conditions, short reaction times, operational simplicity, cost effectiveness, high atom economy, good to excellent yields, and recylability of the organopromoter, making it a valuable green alternative to the existing methods. The versatility and practicability of the developed method was further established by its successful application towards the targeted synthesis of some important quinoline molecules and successful scale up.

Gd(OTf)3-[Bmim][PF6]: A novel and recyclable catalytic system for the synthesis of quinolines

A mild and efficient route for the synthesis of quinolines and polycyclic quinolines utilizing Gadolinium triflate (Gd(OTf)3) as a novel catalyst via Friedlaender annulation in ionic liquid 1-n-butyl-3- methylimidazolium hexafluorophosphate [Bm

Catalytic properties and acidity of 1,2-benzenedisulfonimide and some of its derivatives. An experimental and computational study

1,2-Benzenedisulfonimide (1) has previously been found to be an excellent and, importantly, safe Br?nsted acid catalyst. In this work we present the results of a search for derivatives of 1 that are more acidic and effective. Instead of blindly synthesizing a series of analogues, we have carried out a screening process in which the pKa of 1 and a set of its derivatives were calculated. The calculated pKa values were confirmed experimentally by carrying out determination through potentiometric titrations of some of the compounds: 1, 4-methyl and 4-nitro derivatives of 1. The calculations indicated that the dinitro and 4-nitro derivatives are among the best candidates for the synthesis. The latter was obtained in good yields and tested as a catalyst. Results were excellent as the reactions took place more quickly and at lower temperatures in all cases, and in a number of cases it was even possible to reduce the amount of catalyst.

Friedlaender quinoline synthesis catalyzed by M(HSO4) n (M=Al, Mg, Ca) under solvent-free conditions

Polysubstituted quinolines were synthesized from the 2-aminobenzophenone, ethylacetoacetate or ketones in the presence of metal hydrogen sulfates [M(HSO4)n] in good to high yields at 70 °C under solvent-free conditions. The Japan Ins