37045-14-0

Usage

InChI:InChI=1/C16H11NO/c18-16(12-6-2-1-3-7-12)14-10-13-8-4-5-9-15(13)17-11-14/h1-11H

Upstream product

• 79476-07-6 3-Iodoquinoline 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 13669-42-6 3-quinolylcarboxaldehyde 
• 1571119-95-3 phenyl(N-tosyl-1,2-dihydroquinolin-3-yl)methanone 
• 1224712-78-0 N-(3-phenyl-prop-2-ynyl)-N-(2-formyl-phenyl)-4-methyl-benzenesulfonamide 
• 6590-65-4 N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 271-58-9 anthranil 
• 93-55-0 1-phenyl-propan-1-one 
• 110-88-3 1,3,5-Trioxan 
• 1201-93-0 1-phenyl-3-dimethylaminoprop-2-enone 
• 62-53-3 aniline 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 113058-27-8 phenyl(4-phenylquinolin-3-yl)methanone 
• 1666-96-2 3-phenylquinoline 

Relevant academic research and scientific papers

One-pot synthesis of heteroaryl and diheteroaryl ketones through palladium-catalyzed 1,2-addition and oxidation

A synthetic method was developed for the preparation of heteroaryl and diheteroaryl ketones from aldehydes and organoboronic acids through a palladium-catalyzed 1,2-addition and oxidation that uses an aryl iodide as the oxidant. This one-pot process shows high tolerance for a broad range of heterocyclic substrates by using 1.0-3.0 mol-% of the catalyst that is formed from allylpalladium chloride dimer and a thioether-imidazolinium chloride. In addition to fine-tuning the catalytic system, the use of a sterically hindered aryl iodide that has a substituent at the ortho position, such as 2-iodotoluene, is important to obtain the desired ketones with heterocyclic moieties in good to excellent yields. The one-pot synthesis of heteroaryl and diheteroaryl ketones was achieved by a palladium-catalyzed 1,2-addition and oxidation. This catalytic process with 1.0-3.0 mol-% catalyst loading tolerates a broad range of heterocyclic substrates to give ketones with heterocyclic moieties in good to excellent yields. Copyright

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

Iron(III)chloride induced synthesis of pyrazolopyridines & quinolines

A simple and straightforward protocol has been accomplished for synthesis of pyrazolo[3,4-b]pyridines by reacting 5-amino-1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde (1) and β-enaminoketones (2) promoted by Iron(III)chloride. This protocol was also able to produce quinolines (5) by the reaction of O-nitrobenzaldehydes and β-enaminoketones. Simple reaction conditions, high compatibility and excellent yields are the advantages of this protocol.

Acid-promoted metal-free synthesis of 3-ketoquinolines from amines, enaminones and DMSO

A metal-free p-toluenesulfonic acid (TsOH·H2O) mediated synthesis of 3-ketoquinolines from anilines, enaminones and DMSO has been developed. In this transformation, DMSO was activated by TsOH·H2O and provided the one-carbon unit of t

An efficient 3-acylquinoline synthesis from acetophenones and anthranil: Via C(sp3)-H bond activation mediated by Selectfluor

An efficient method for the synthesis of 3-functionalized quinolines from commercially available acetophenones and anthranil has been described. Selectfluor propels the C(sp3)-H bond activation of the acetophenones and aza-Michael addition of anthranil resulting in annulated 3-acylquinolines in moderate to high yields. DMSO acts not only as a solvent but also as a one carbon donor in the reaction.

Copper-catalyzed one-pot domino reactions via C-H bond activation: Synthesis of 3-aroylquinolines from 2-aminobenzylalcohols and propiophenones under metal-organic framework catalysis

A Cu2(OBA)2(BPY) metal-organic framework was utilized as a productive heterogeneous catalyst for the synthesis of 3-aroylquinolines via one-pot domino reactions of 2-aminobenzylalcohols with propiophenones. This Cu-MOF was considerably more active towards the one-pot domino reaction than a series of transition metal salts, as well as nano oxide and MOF-based catalysts. The MOF-based catalyst was reusable without a significant decline in catalytic efficiency. To the best of our knowledge, the transformation of 2-aminobenzylalcohols to 3-aroylquinolines was not previously reported in the literature, and this protocol would be complementary to previous strategies for the synthesis of these valuable heterocycles.

Regioselective three-component synthesis of 2,3-disubstituted quinolines: Via the enaminone modified Povarov reaction

The regioselective construction of functionalized quinolines by the three-component reactions of enaminones, aldehydes and anilines is accomplished. Unlike conventional Povarov reactions employing terminal alkynes or alkenes as C3-C4 fragment sources which provide 2,4-disubstituted quinolines, the present method allows fast and regioselective formation of 2,3-disubstituted quinolines as a modified new version of the Povarov reaction.

Transition-Metal-Free Quinoline Synthesis from Acetophenones and Anthranils via Sequential One-Carbon Homologation/Conjugate Addition/Annulation Cascade

A transition-metal-free method for the construction of functionalized quinolines from readily available acetophenones and anthranils is reported. This one-pot reaction cascade involves in situ generation of α,β-unsaturated ketones from the acetophenone via one-carbon homologation by DMSO followed by the aza-Michael addition of anthranils and subsequent annulation. DMSO acted in this reaction not only as solvent but also as one carbon source, thus providing a highly atom-economical and environmentally benign approach for the synthesis of 3-substituted quinolines.

Synthesizing method of aromatic pyridinopyridine compound

The invention discloses a synthesizing method of an aromatic pyridinopyridine compound, and belongs to the technical field of organic synthesizing. According to the technical scheme, the characteristics of the synthesizing method refers to the description. The method is simple, efficient, convenient to operate, mild in conditions, and wide in substrate applying scope.

α,β-Functionalization of saturated ketones with anthranils: Via Cu-catalyzed sequential dehydrogenation/aza-Michael addition/annulation cascade reactions in one-pot

An efficient method to access functionalized quinolines from the readily available saturated ketones and anthranils has been explored. This one-pot cascade reaction involves the in situ generation of α,β-unsaturated ketones by the copper catalysed dehydro