130820-64-3

Upstream product

• 123134-62-3 (E)-1-(2'-aminophenyl)-3-(4-nitrophenyl)prop-2-en-1-one 
• 555-16-8 4-nitrobenzaldehdye 
• 123134-62-3 1-(2-aminophenyl)-3-(4-nitrophenyl)prop-2-en-1-one 
• 551-93-9 2-aminoacetophenone 

Downstream Products

• 918165-53-4 C₁₅H₁₄N₂O₃ 
• 1133158-67-4 6-chloro-2-(4'-nitrophenyl)-2,3-dihydro-4(1H)-quinolone 
• 918165-55-6 C₁₆H₁₆N₂O₃ 

Relevant academic research and scientific papers

Zirconyl Nitrate as an Efficient Catalyst for Facile Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-one Derivatives in Aqueous Medium

A simple, green, and efficient method is introduced for the synthesis of 2-aryl-2,3-dihydroquinolin-4(1 H)-ones under mild reaction conditions with improved yields by intramolecular cyclization of o -aminochalcones with zirconyl nitrate [Zn(O)(NO 3/

Method for synthesizing 2-aryl-2,3-dihydro-4(1H)-quinolinone derivative under catalysis of high-acidity ionic liquid

The invention discloses a method for synthesizing a 2-aryl-2,3-dihydro-4(1H)-quinolinone derivative under the catalysis of high-acidity ionic liquid, belonging to the technical field of chemical material preparation. According to the method, o-aminoacetophenone and aromatic aldehyde are used as reaction raw materials and subjected to a reaction under the catalysis of a high-acidity ionic liquid catalyst so as to synthesize the 2-aryl-2,3-dihydro-4(1H)-quinolinone derivative. Through selection of specific high-acidity ionic liquid as the catalyst and optimization of reaction process parameters, the method provided by the invention can effectively overcome the disadvantages of great usage amounts of catalysts, poor recycling performance, complex product purification process and insufficient product yield in conventional synthesis processes.

A Green, Solvent-Free, Microwave-Assisted, High-Yielding YbCl3Catalyzed Deprotection of THP/MOM/Ac/Ts Ethers of Chalcone Epoxide and 2′-Aminochalcone and Their Sequel Cyclization

Under microwave and solvent-free conditions, YbCl3efficiently catalyzed the deprotection of tetrahydropyran-2-yl, methoxymethyl (MOM), acetyl, and tosyl groups and sequel cyclization of chalcone epoxide to 2-hydroxyindanone and 2′-aminochalcone to aza-flavanone. The reaction afforded the products in excellent yield (78–99%) at 850 W microwave heating within 1–5 min under eco-friendly conditions. The merits of the presented protocol include high yield, use of microwave irradiation, solvent-free condition, catalyst reusability, and no need for purification with column chromatography. The present method is very much milder but more advanced than those reported earlier.

β-Cyclodextrin in water: Highly facile biomimetic one pot deprotection of phenolic THP/MOM/Ac/Ts ethers and concomitant regioselective cyclization of chalcone epoxides and 2′-aminochalcones

A mild and efficient one-pot deprotection of THP/MOM/Ac/Ts ethers and the concomitant cyclization of chalcone epoxides to 2-hydroxyindanones or 2′-aminochalcones to aza-flavanones using β-cyclodextrin in water has been developed. β-CD was found to be highly effective at carrying out the deprotection and sequential transformations in an eco-friendly environment affording moderate to excellent yields (59-99%) at 60 °C in 8-22 min. Water, an eco-friendly reaction medium, has been utilized for the first time in this reaction. The merits of the presented protocol include the high yields and catalyst reusability and the protocol precludes the use of metals and organic solvents. The present method is much milder but more advanced than those reported earlier.

Mild and Efficient Silver(I) Triflate Catalyzed Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-ones, and Their Antioxidant Activities

Biologically interesting 2-aryl-2,3-dihydroquinolin-4(1H)-ones were synthesized using a mild and efficient one-pot procedure starting from o-aminoacetophenones and aromatic aldehydes in the presence of silver(I) triflate. This synthetic protocol provides rapid access to a variety of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. This technique has several advantages, such as the use of easily available starting materials, the efficiency of the catalyst, a simple operation, and tolerance of a wide range of functionality in the aldehydes. Screening of the synthesized compounds for their antioxidant properties revealed that two compounds (with EC50 = 15.42 μM and 15.16 μM) exhibit a potent free-radical scavenging ability towards TEAC free radicals compared to the standard, Trolox.

Synthesis and aromatase inhibitory activity of tetrahydroquinoline derivatives

Aromatase, a cytochrome P450 hemo-protein which is responsible for estrogen biosynthesis, by the conversion of androgens to estrogens, has been an attractive target in the treatment of hormone-dependent breast cancer. As a result, a number of synthetic st

Ytterbium(III) triflate: An efficient and simple catalyst for isomerization of 2′-hydroxychalcone and 2′-aminochalcones in ionic liquid

Isomerization of 2′-hydroxychalcone and 2′-aminochalcone have been investigated using ytterbium(III) trifluromethanesulfonate {Yb(OTf) 3} (30 mol %) as Lewis acid catalyst in [bmim][BF4] ionic liquid. The effect of different metal triflates as Lewis acid, catalyst loading and reaction media was studied for this isomerization reaction. Advantages of the methodology include short reaction time, excellent yields, catalytic use of Lewis acid, and recovery and reuse of the catalyst. Copyright

Antimony trichloride: An efficient and mild catalyst for cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones

Antimony trichloride is an efficient catalyst for the cyclization of 2-amino chalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under mild reaction conditions and in almost quantitative yields. Copyright Taylor & Francis Group, LLC.

Synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones using wet cyanuric chloride under solvent-free conditions

A simple and facile synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones has been accomplished by isomerization of substituted 2'- aminochalcones under solvent-free conditions in the presence of wetcyanuric chloride as a catalyst.

Simple and efficient synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones using silica chloride as a new catalyst under solvent-free conditions

A mild, efficient, and high-yielding method for the synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones from their corresponding 2-amino chalcones using silica chloride (SiO2Cl) under solvent-free conditions is described. A series of 2-aryl-2,3-dihydroquinolin-4(1H)-ones containing both electron-donating and electron-withdrawing substituents were synthesized.