14208-35-6

Upstream product

• 110-89-4 piperidine 
• 64-17-5 ethanol 
• 529-23-7 o-aminobenzaldehyde 
• 123-54-6 acetylacetone 
• 106380-95-4 3-acetyl-2-methylquinoline-4-carboxylic acid 
• 55857-35-7 (E)-N-(2-aminobenzylidene)-4-methylaniline 
• 7732-18-5 water 
• 815-68-9 3-acetylpentane-2,4-dione 
• 16714-25-3 2-azidobenzaldehyde 
• 271-58-9 anthranil 
• 108714-18-7 3-(2-aminophenyl)-1-phenyl-2-(E)-propen-1-one 
• 552-89-6 2-nitro-benzaldehyde 
• 1118-66-7 4-Aminopent-3-en-2-one 
• 26260-02-6 2-iodobenzaldehyde 

Relevant academic research and scientific papers

Fe2O3@[proline]–CuMgAl–LDH: A magnetic bifunctional copper and organocatalyst system for one-pot synthesis of quinolines and 2H-indazoles in green media

A novel magnetic core–shell Fe2O3@[proline]–CuMgAl–L(ayered)D(ouble)H(ydroxide) was designed as an efficient bifunctional catalytic system. To this end, Cu (II) was combined with Mg and Al in the LDH structure and l-proline was intercalated between LDH layers in order to perform a straightforward synthesis of quinolines and 2H-indazoles as two important pharmaceutical N-aryl-substituted heterocyclic compounds. In this regard, a facile method was employed through consecutive condensation under a mild conditions in choline azide media, which played the role of a reagent and a solvent to avoid toxic solvents and hazardous azidation reagents. These techniques provided considerable improvement in terms of using green media, reducing starting materials, reaching higher yields and offering a shorter reaction time and lower temperature. In conclusion, it was found that the catalyst could be reused five times with no significant loss of activity.

Synthesis of quinolines via friedlaender reaction in water and under catalyst-free conditions

A straightforward and efficient method for the synthesis of quinolines via Friedlaender reaction of 2-aminobenzaldehyde with various ketones or malononitrile in water without using any catalyst at 70 °C is reported. Georg Thieme Verlag Stuttgart New York.

An environmentally benign, green, and efficient ionic liquid catalyzed synthesis of Quinoline derivatives via Knoevenagel condensation

The present investigation is in the interest of one-pot, environmentally friendly and efficient protocol for the synthesis of quinoline derivatives from 2-aminoarylketones and active methylene compounds in the presence of L-proline and ionic liquid 1,3-di

Environmentally Friendly Nafion-Mediated Friedl?nder Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones

An efficient and eco-friendly synthetic route for Friedl?nder quinoline synthesis of polysubstituted quinolines is described. This green chemical method starts from various 2-aminobenzophenones and mono- or dicarbonyl synthons and uses reusable Nafion NR50 material as a solid catalyst in ethanol under microwave irradiation. The protocol has a high generality of functional groups and provides the desired quinolines in good to excellent yields. Some structures were confirmed by single-crystal X-ray diffraction analysis.

AROMATIC COMPOUND, PHARMACEUTICAL COMPOSITION AND USE THEREOF

The invention relates to an aromatic compound, pharmaceutical composition comprising the same, and a method for preparing the compound and an intermediate thereof. The invention also relates to use of the compound for the manufacture of a medicament for t

Copper-Catalyzed Ring-Opening/Reconstruction of Anthranils with Oxo-Compounds: Synthesis of Quinoline Derivatives

A copper-catalyzed protocol for the construction of various 2-aryl(alkyl)-3-acylquinolines or 3-arylquinolines using readily available anthranils and 1,3-diketones or aldehydes as starting materials is reported herein. Dioxygen as the sole oxidant and hexafluoroisopropanol as the solvent play an important role in both procedures. This ring-opening/reconstruction strategy involving N-O bond cleavage and C-N/C-C bond formation features high yields and broad substrate scope.

Formation or Cleavage of Rings via Sulfide-Mediated Reduction Offers Background-Free Detection of Sulfide

A set of three highly selective probes for sulfide detection has been developed. Two novel mechanistic strategies for the detection, including (a) transformation of a pro-fluorophore into an active fluorophore and (b) destruction of a fused ring to activate a fluorophore, have been explored. The structural features of the probes including azido groups ("active" and "latent") and leaving groups (with or without being attached to the fluorophore) have been investigated. During the course of the mechanistic studies, the single-crystal structures of all the probes and the products were obtained. One of the probes proved to be superior in terms of its ability to detect sulfide in pure water via an in situ formation of a fluorophore from a nonfluorescent precursor. These cheap and easy-to-prepare probes offer practical applications of sulfide recognition in environmental water samples and in the ovaries of fruit flies. A detection and quantification method using one of these probes and analysis with a smartphone enabled nonspecialists to detect sulfide reliably.

Highly efficient Br?nsted acid and Lewis acid catalysis systems for the Friedl?nder Quinoline synthesis

The efficient and green Br?nsted acid or Lewis acid catalysis systems for the Friedl?nder synthesis of 2,3,4-trisubstituted quinolines from the condensation of 2-aminoarylketones and β-ketoesters/ketones had been developed. The results confirmed that 4-to

Chemoselective and Highly Rate Accelerated Intramolecular Aza-Morita-Baylis-Hillman Reaction

Despite being a very useful C-C bond forming and highly applicative reaction, Morita-Baylis-Hillman (MBH) reaction has been limited by its excessive slow reaction rate, including its intramolecular version. In certain cases, reaction time may even go to weeks and months. A highly chemoselective and rate accelerated intramolecular MBH reaction of just 15 min has been developed. The product dihydroquinoline, being unstable, was converted to an important quinoline framework. In some cases IMBH adducts were isolable, thus confirming the reaction path. Control experiments toward mechanism investigation have been carried out. Use of sodium sulfide has emerged as a rate accelerating catalyst in DMF-EtOH solvent system. Reaction intermediate for IMBH pathway was isolated and characterized. Other aspects such as the application of IMBH adduct for Michael addition and amidation have also been carried out.

Versatile Barium and Calcium Imidazolium-Dicarboxylate Heterogeneous Catalysts in Quinoline Synthesis

This article details the development of heterogeneous catalysts based on calcium and barium in combination with the organic linker 1,3-bis(carboxymethyl)imidazolium (bcmim). The linker and the materials from alkaline earth metals are easily prepared under very smooth conditions. The use of linkers with different counterions (Cl or Br) provided different materials. Calcium- and barium-based catalysts were successfully employed in the preparation of quinoline derivatives from ketones and 2-aminoarylaldehydes or 2-aminoarylketones. In general, barium-based catalysts provided better results than calcium, although the latter are an excellent complement for certain substrates. Thus, a notable feature of such catalysts is the possibility of accessing a variety of complementary heterogeneous catalytic systems, rendering the catalysis adaptive to the reactant.||||||.