22609-11-6

Upstream product

• 719-64-2 5-chloro-3-phenylanthranil 
• 78-93-3 butanone 
• 622-95-7 4-chlorobenzyl bromide 
• 27032-10-6 4-chlorobenzyl azide 
• 917-54-4 methyllithium 
• 139436-96-7 6-chloro-3-methyl-4-phenylquinoline 
• 719-59-5 5-chloro-2-aminobenzophenone 

Relevant academic research and scientific papers

Cobalt-Catalyzed Electrophilic Aminations with Anthranils: An Expedient Route to Condensed Quinolines

The reaction of various organozinc pivalates with anthranils provides anilines derivatives, which cyclize under acidic conditions providing condensed quinolines. Using alkenylzinc pivalates, electron-rich arylzinc pivalates or heterocyclic zinc pivalates produces directly the condensed quinolines of which several structures belong to new heterocyclic scaffolds. These N-heterocycles are of particular interest for organic light emitting diodes with their high photoluminescence quantum yields and long exciton lifetimes as well as for hole-transporting materials in methylammonium lead iodide perovskites solar cells due to an optimal band alignment for holes and a large bandgap.

Copper promoted synthesis of substituted quinolines from benzylic azides and alkynes

A novel copper promoted synthesis of substituted quinolines from various benzylic azides and internal alkynes has been demonstrated. The reaction features a broad substrate scope, high product yields and excellent regioselectivity. In contrast to the known two-step process of acid promoted [4 + 2] cycloaddition reaction and oxidation, the present methodology allows the synthesis of quinolines in a single step under neutral reaction conditions and can be applied to the synthesis of biologically active 6-chloro-2,3-dimethyl-4-phenylquinoline (antiparasitic agent) and 3,4-diphenylquinolin-2(1H)-one (p38αMAP kinase inhibitor). A plausible reaction mechanism involves rearrangement of benzylic azide to N-arylimine (Schmidt reaction) followed by intermolecular [4 + 2] cycloaddition with internal alkynes.

Homogeneous catalysis, heterogeneous recycling: A new family of branched molecules with hydrocarbon or fluorocarbon chains for the Friedl?nder synthesis of quinoline under solvent-free conditions

A new family of branched catalysts with hydrocarbon or fluorocarbon chains was used to catalyze Friedl?nder reaction between 2-aminoarylketones and α-methylene ketones under solvent-free conditions in good to excellent yields. The catalysts exhibit temperature-dependent solubility and such a thermomorphic character allows them to be recovered by filtration conveniently at room temperature and reused at least five times. To some extent, the branched catalysts with hydrocarbon chains are superior to those with fluorocarbon chains, as they are cheaper and more biodegradable.

Microwave-assisted Friedl?nder synthesis of quinolines derivatives as potential antiparasitic agents

A series of substituted quinolines was developed via the Friedl?nder reaction employing microwave irradiation (MW), in the presence of a catalytic amount of hydrochloric acid. The products were obtained in good yields in 1.5-12 min and were tested in vitr

Preparation of 2-arninpbenzophenones and polysubstituted quinolines through Sml2 promoted reductive cleavage of 3-aryl-2,1-benzisoxazoles

Promoted by SmI2, 3-aryl-2,1-benzisoxazoles underwent reductive cleavage of the N - O bond leading to 2-aminobenzophenones in high yields upon protonation. Otherwise, if ketones with active methylene group were added to the reaction mixture prior to protonation, the desired poly substituted quinolines could be obtained under mild conditions in a one-pot manner.

A simple, efficient and solvent-free protocol for the friedlaender synthesis of quinolines by using SnCl2·2H2O

A variety of polysubstituted quinolines have been synthesized under solvent free condition by using tin(II) chloride-dihydrate. The reaction proceeds smoothly at room temperature in short reaction time. The yields and purity are excellent. Copyright

Sulfamic acid: An efficient, cost-effective and recyclable solid acid catalyst for the Friedlander quinoline synthesis

o-Aminoaryl ketones undergo smooth condensation with α-methylene ketones in the presence of sulfamic acid (NH2SO3H) (SA) under mild reaction conditions to afford the corresponding polysubstituted quinolines in excellent yields. The c

Silver phosphotungstate: A novel and recyclable heteropoly acid for Friedlaender quinoline synthesis

o-Aminoaryl ketones undergo smooth condensation with α-methylene ketones on the surface of silver heteropoly acid (Ag3PW 12O40) under mild reaction conditions to afford the corresponding polysubstituted quinolines in excel

Green preparation of quinoline derivatives through FeCl3· 6H2O Friedlander reaction in ionic liquids

The preparation of substituted quinoline derivatives through a Friedlander condensation reaction utilizing the ionic liquid [bmim][BF4] as the reaction medium and iron chloride hexahydrate (FeCl3·6H 2O) as a catalyst is de

Ionic Liquid-Promoted Regiospecific Friedlander Annulation: Novel Synthesis of Quinolines and Fused Polycyclic Quinolines

Several room-temperature ionic liquids (ILs) based on 1-butylimidazolium salts with varying anions were synthesized and evaluated for the preparation of biologically active substituted quinolines and fused polycyclic quinolines using the Friedlander heter