17282-95-0

Upstream product

• 762-21-0 acetylenedicarboxylic acid diethyl ester 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 613-94-5 benzoic acid hydrazide 

Downstream Products

• 13337-60-5 4-phenylquinoline-2,3-dicarboxylic acid 
• 23301-39-5 10-phenyl-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione 
• 85422-43-1 9-phenylfuro[3,4-b]quinoline-1(3H)-one 
• 154419-32-6 9-phenylfurol<3,4-b>quinolin-3(1H)-one 
• 342011-77-2 N,N-diethyl-3-hydroxymethyl-4-phenylquinoline-2-carboxamide 
• 69448-56-2 4-phenylacridinic anhydride 

Relevant academic research and scientific papers

Unexpected simultaneous synthesis of trisubstituted quinolines and acylhydrazones under catalyst-free conditions

Trisubstituted quinolines and acylhydrazones were unexpectedly prepared from a reaction of N′-((2-aminophenyl)(phenyl)methylene)benzohydrazides with acetylenic esters. Using of N′-((2-aminophenyl)(phenyl)methylene)benzohydrazides led to obtain not only qu

A novel 18F-labelled high affinity agent for PET imaging of the translocator protein

The translocator protein (TSPO) is an important target for imaging focal neuroinflammation in diseases such as brain cancer, stroke and neurodegeneration, but current tracers for non-invasive imaging of TSPO have important limitations. We present the synthesis and evaluation of a novel 3-fluoromethylquinoline-2-carboxamide, AB5186, which was prepared in eight steps using a one-pot two component indium(iii)-catalysed reaction for the rapid and efficient assembly of the 4-phenylquinoline core. Biological assessment and the implementation of a physicochemical study showed AB5186 to have low nanomolar affinity for TSPO, as well as optimal plasma protein binding and membrane permeability properties. Generation of [18F]-AB5186 through 18F incorporation was achieved in good radiochemical yield and subsequent in vitro and ex vivo autoradiography revealed the ability of this compound to bind with specificity to TSPO in mouse glioblastoma xenografts. Initial positron emission tomography imaging of a glioma bearing mouse and a healthy baboon support the potential for [18F]-AB5186 use as a radiotracer for non-invasive TSPO imaging in vivo.

Recyclable nano copper oxide catalyzed synthesis of quinoline-2,3- dicarboxylates under ligand free conditions

An efficient protocol was developed for the recyclable nano CuO powder catalyzed synthesis of quinoline derivatives from acetylenedicarboxylates and 2-aminocarbonyl compounds using acetonitrile as solvent at 40 °C in air. A variety of quinoline derivatives were synthesized in good yields with good chemoselectivity in the presence of a catalytic amount of CuO nano powder under ligand/additive free conditions. The catalyst is air-stable, inexpensive and recyclable up to four cycles. the Partner Organisations 2014.

Synthesis of polysubstituted quinolines via copper(ii)-catalyzed annulation of 2-aminoaryl ketones with alkynoates

Copper triflate catalyzed annulation of 2-aminoaryl ketones with internal alkynes has been developed for the synthesis of polysubstituted quinolines in high yields under solvent-free conditions. Phenyl propiolic acid afforded the 3-unsubstituted quinoline

Copper(ii) triflate-catalyzed reactions for the synthesis of novel and diverse quinoline carboxylates

An efficient one-pot synthesis of a variety of quinoline carboxylates was accomplished by Cu(OTf)2-catalyzed reactions of Michael addition/cyclization/aromatization between 2-aminoaryl carbonyls and alkynyl carboxylates. This methodology offers

InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations

The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl 3 in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and the Friedlaender annulation of active methylene compounds and α-oxoketene dithioacetals with 2-aminoarylketones. In addition, simple reductive and oxidative cyclization of 2-nitrobenzaldehyde and 2-aminobenzylalcohol, respectively, afforded substituted quinolines. Systematic optimization of the reaction parameters allowed us to identify two-component coupling (2CC) conditions that were tolerant of a wide range of functional groups, thereby providing densely functionalized/annulated quinolines. This approach tolerates the synthesis of various bioactive quinoline frameworks from the same 2-aminoarylketones under mild conditions, thus making this strategy highly useful in diversity-oriented synthesis (DOS). The scope and limitations of the alkyne-, activated methylene-, and α-oxoketene dithioacetal components on the reaction were also investigated.

An efficient synthesis of 2,3,4-trisubstituted quinolines through alkynylation-cyclization at ambient temperature

A series of 2,3,4-trisubstituted quinoline derivatives have been synthesized by reactions between 2-aminoaryl ketones and dialkyl acetylenedicarboxylate. The synthetic pathway allows for the direct construction of said quinoline derivatives in pyridine/et

An improved protocol for the synthesis of quinoline-2,3-dicarboxylates under neutral conditions via biomimetic approach

A mild and efficient protocol for synthesis of quinoline derivatives in aqueous medium under neutral conditions is described. The reaction proceeded smoothly in H2O catalyzed by supramolecular catalyst β-CD. By this protocol, various quinoline derivatives were synthesized in excellent yields.

Synthesis And Spectroscopic Properties Of Soluble Aza Analogs Of Phthalocyanine and Naphthalocyanine

The syntheses of aryl-substituted octaaza analogs of phthalocyanine - tetra-2,3-(4,5-dipenylpyrazino)porphyrazin and its vanadyl complex - and also of the vanadyl complex of tetra-2,3-(4-phenylquinolino)porphyrazin - a tetraaza analog of naphthalocyanine - are described.A modified singlestage method for the synthesis of the previously reported tetra-2,3-(5-tert-butylpyrazino)porphyrazin is put forward.The electronic absorption spectra of the compounds synthesized have been studied in organic solvents and acid media - in sulfuric acid solution and in organic solvents with the addition of phenol or trichloroacetic acid.