1531-38-0

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-phenyl-2-(quinolin-2-yl)ethanone serves as a key building block in the organic synthesis of various pharmaceuticals and agrochemicals, leveraging its versatile chemical structure and biological activities.
Used in Medicinal Chemistry Research:
As a compound with demonstrated anti-inflammatory, anti-microbial, and anti-cancer properties, 1-phenyl-2-(quinolin-2-yl)ethanone is utilized in medicinal chemistry for the development of potential therapeutic agents.
Used in Materials Science:
1-phenyl-2-(quinolin-2-yl)ethanone is employed as a starting material for the synthesis of fluorescent dyes and polymers, contributing to advancements in the field of materials science and the creation of novel applications in areas such as diagnostics, imaging, and sensing.

Upstream product

• 91-63-4 2-methylquinoline 
• 93-89-0 benzoic acid ethyl ester 
• 94463-24-8 2-(α,β-dibromo-phenethyl)-quinoline 
• 93-58-3 benzoic acid methyl ester 
• 613-90-1 benzoyl cyanide 
• 100-47-0 benzonitrile 
• 612-62-4 2-Chloroquinoline 
• 98-86-2 acetophenone 
• 70437-00-2 2-phenylethynylquinoline 
• 93-97-0 benzoic acid anhydride 
• 1415752-94-1 1-phenyl-2-(quinolin-2-yl)ethanimine 
• 2005-43-8 2-bromoquinoline 
• 101126-37-8 (Z)-1,2-dihydro-2-benzoylmethylenequinoline 

Downstream Products

• 613-53-6 2-tribromomethyl-quinoline 
• 792-78-9 2-(2-Chinolyl)-N-phenylacetamid 
• 56983-96-1 2-phenylpyrazolo<1,5-a>quinoline 
• 104676-95-1 Zn((C₆H₅)CO(C₉H₆NCH))2 
• 1441704-00-2 C₃₇H₄₅LiN₂O₂ 
• 1441704-84-2 C₅₀H₄₂N₄Zn 
• 1441703-73-6 1-phenyl-2-((2-quinolyl)vinyl)-2,6-dimethylphenylamine 
• 1441703-79-2 1-phenyl-2-((2-quinolyl)vinyl)-2,6-dimethylphenylamine 
• 80158-45-8 syn-(E)-2-(2-Chinolyl)-1-phenylethanonoxim 
• 101126-37-8 (Z)-1,2-dihydro-2-benzoylmethylenequinoline 
• 128914-98-7 1,3-Diphenyl-2-(quinoline-2-yl)propan-1-one 

Relevant academic research and scientific papers

SmI2 Catalyzed SRN1 Reactions of Haloarenes with Acetophenone Enolate Ions in DMSO

Iodobenzene, 2-halopyridines (Cl, Br), 2-chloroquinoline and 1-halonaphthalenes (Cl, Br) react with acetophenone enolate ion in DMSO by the SRN1 mechanism catalyzed by SmI2.

Copper-Catalyzed Bisannulations of Malonate-Tethered O-Acyl Oximes with Pyridine, Pyrazine, Pyridazine, and Quinoline Derivatives for the Construction of Dihydroindolizine-Fused Pyrrolidinones and Analogues

A copper-catalyzed bisannulation reaction of malonate-tethered O-acyl oximes with pyridine, pyrazine, pyridazine, and quinoline derivatives has been developed for the concise synthesis of structurally novel dihydroindolizine-fused pyrrolidinones and their analogues. The present reaction shows excellent regioselectivity and stereoselectivity. Theoretical calculations reveal that the coordination effect of the carbonyl group in the nucleophilic substrate determines the excellent regioselectivity. Further functionalization of the generated dihydroindolizine-fused pyrrolidinone could be easily realized through substitution, Michael addition, selective aminolysis, and hydrolysis reactions.

Aluminum chelates supported by β-quinolyl enolate ligands: Synthesis and ROP of ?-CL

Treatment of tautomers of β-quinolyl ketone-enaminones 1a-6a with AlMe3 afforded β-quinolyl enolato dialkylaluminium complexes LAlMe21b-6b (L = [(2-C9H6N)-CHC(R)-O-], R = CH3 (1b), tBu (2b), Ph (3b), o-tolyl (4b), p-tolyl (5b), p-OMePh (6b)), respectively. 2b reacted with benzyl alcohol to generate the corresponding LAl(OBn)2 complex 2c. Complexes 1b-6b and 2c were characterized by 1H and 13C NMR spectroscopy, elemental analyses and single crystal X-ray diffraction analyses. All complexes were tested as catalyst precursors for ring-opening polymerization of ?-caprolactone (?-CL). The results indicated that LAlMe2 (1b-6b) exhibited good activity towards the ROP of ?-CL in the presence of benzyl alcohol at 80 °C, and LAl(OBn)22c exhibited higher catalytic activity in the absence of alcohol than 1b-6b for the ROP of ?-CL. However, both polymerizations were less controlled. Kinetic studies showed that the polymerization reaction catalyzed by 1b-6b and 2c proceeded with first-order dependence on the monomer and took place through coordination-insertion.

A 1:1 type enol-pyruvyl quinazine metal complex and its synthetic method and application

The invention provides 1:1 type enol quinoline metal complexes as well as a synthetic method and application thereof. The method is characterized by using an enol quinoline coordinated ligand as a transfer reagent to react with alkylating reagents of magnesium, aluminium and zinc to synthesize a series of metal complexes. Such kind of [N,O] bidentate metal complexes can be used for catalyzing ring opening polymerization of aliphatic lactones. The method for synthesizing the complexes is simple, is lower in condition requirements and is higher in yield. The synthesized complexes have good catalytic activities and higher selectivity in ring opening polymerization of lactones. Such kind of complexes can be used for catalytically synthesizing biodegradable polyester materials.

Structurally diverse pyridyl or quinolyl enolato/enamido metal complexes of Li, Zr, Fe, Co, Ni, Cu and Zn

Simple β-ketiminates and β-diketiminates are important monoanionic [N,O] and [N,N] chelating ligand systems with a rich coordination chemistry across the periodic table of elements. New structurally related ligands having one imine donor annelated by an heteroaromatic ring system were easily accessible by reacting α-picolyl/quinolyl-lithium with nitriles followed by sequential acidic hydrolysis and condensation with primary aromatic amines. The coordination chemistry of these [N,O] and [N,N] ligands was fully explored with metals ranging from group 1 to group 12 (M = Li-Zn) resulting in a large variety of coordination modes, including common k2 and rare h5 motifs as well as novel oxido and non-oxido-bridged cluster assemblies, as shown by a total of 19 single crystal structure analyses.

Palladium-catalyzed mono-α-arylation of carbonyl-containing compounds with aryl halides using dalphos ligands

We report the extension and optimization of the [Pd(cinnamyl)Cl] 2/DalPhos catalyst system, previously found effective for the mono-α-arylation of acetone, to the mono-α-arylation of a variety of carbonyl-containing compounds with aryl halides and heteroaryl halides. Aryl methyl ketones, heteroaryl methyl ketones, propiophenones, malonates, and methoxyacetone can be α-arylated under relatively mild conditions and in good yields. We also report the limitations of the ligand/catalyst system towards other classes of carbonyl-containing compounds. We report the application of the [Pd(cinnamyl)Cl]2/DalPhos catalyst system, previously found effective for the mono-α-arylation of acetone, to the mono-α-arylation of a variety of carbonyl-containing compounds with aryl halides and heteroaryl halides.

Asymmetric tandem reduction of 2-(aroylmethyl)quinolines with phosphine-free Ru-TsDPEN catalyst

The phosphine-free ruthenium complex containing chi-ral N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (TsDPEN) showed excellent stereoselectivity in the tandem asymmetric reduction of 2-(aroylmethyl) quinolines. The reaction involves transfer hydrogenation of aromatic ketones and hydrogenation of quinolines, giving 1,2,3,4-tetrahydroquinoline derivatives with up to 99% ee and 95:5 dr. Georg Thieme Verlag Stuttgart · New York.

Comparative study of 1,5-dinitrogen schiff bases as potential ligands in palladium-catalyzed allylic alkylation

1-(2′-Pyrido and 2′-quinolino)-(1R)-arylethylamino) -ethylidenes (7-12) were prepared as potential ligands in PdII catalytic complexes for enantioselective allylic alkylation of 1,3-diphenyl-1-acetoxy-propene-2 (15). Alkylation with palladium complexes of 7-12 yielded 1,3-diphenyl-1-dimethylmalonyl-propene-2 (14) with enantioselectivity up to 55 % e.e. Enantioselectivity is discussed in view of the results recently reported for structurally related 1,5-bidentate dinitrogen ligands of C1 symmetry. Reversal of enantioselectivity observed for the ligands 10 and 11 is attributed to the inversion of steric requirements in the second coordination sphere of their catalytic complexes.

SRN1 reactions of aryl halides with carbanions initiated by sodium amalgam in liquid ammonia

The reaction of 1-chloronaphthalene with acetone (2a) and acetophenone (2b) enolate ions was initiated by sodium amalgam [Na(Hg)] in liquid ammonia giving good yields of the substitution products 3a and 3b respectively. 2-Chloroquinoline and 2-chloropyridine gave good yields of substitution product with 2b, and moderate to good yields with 2a. 4-Bromobenzophenone and 2a gave 78% of the substitution product 5. With aryl halides whose radical anions fragment fast and consequently close to the Na(Hg) surface, such as bromobenzene and p-bromoanisole, only dehalogenation products were observed. However, when benzonitrile was used as a redox catalyst, about 50% of the substitution product 6 was obtained with p-bromoanisole and 2a. However, with the more reactive carbanionic nucleophile, such as anthrone anion 4, good yields of the substitution product 7 were obtained with bromobenzene. In all these reactions neither reduction of the aromatic moiety nor the ketone functionality was observed. It is therefore suggested that Na(Hg) amalgam initiates these SRN1 reactions.