144709-08-0Relevant academic research and scientific papers
Organometallic titanocene complex as highly efficient bifunctional catalyst for intramolecular Mannich reaction
Wang, Yunyun,Jian, Yajun,Wu, Ya,Sun, Huaming,Zhang, Guofang,Zhang, Weiqiang,Gao, Ziwei
, (2019/05/07)
Bifunctional catalysts bearing two catalytic sites, Lewis acidic organometallic titanocene and Br?nsted acidic COOH, have been assembled in situ from Cp2TiCl2 with carboxylic acid ligands, showing high catalytic activity over an intramolecular Mannich reaction towards synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. The determination of the bifunctional catalyst Cp2Ti(C8H4NO6)2 was elucidated by single X-ray HR-MS and investigation of catalytic behavior. In particular, masking the Br?nsted acidic COOH catalytic site with dormant COOMe lowered the reaction yield greatly, indicating that two catalytic sites work together to maintain high catalytic efficiency.
2-aryl-2,3-dihydro-4(1H)-quinolinone semicarbazone compound and application thereof
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Paragraph 0071; 0072; 0073; 0074; 0075; 0076, (2018/10/19)
The invention relates to the field of medicine technology, and a series of novel 2-aryl-2,3-dihydrogen-4(1H)-quinolinone semicarbazone derivatives (I) and pharmaceutically acceptable salts, solvates,optical isomers or polymorphs are designed and synthesized. The derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph can be mixed as an active ingredient witha pharmaceutically acceptable carrier to prepare a pharmaceutical composition. A double dilution method is used for test of the antifungal activity of the derivative (I) and its pharmaceutically acceptable salt, solvate, optical isomer or polymorph, and the results show that the derivative has stronger killing effect on clinically common pathogenic fungi, and is expected to overcome the defects oflarge toxic and side effects, easy generation of drug resistance of azole antifungal medicines which are widely used clinically. The specific formula is shown in the description.
Zirconyl Nitrate as an Efficient Catalyst for Facile Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-one Derivatives in Aqueous Medium
Gorepatil, Amarsinha,Gorepatil, Pratapsinha,Gaikwad, Mahadev,Mhamane, Dattakumar,Phadkule, Ajit,Ingle, Vilas
, p. 235 - 237 (2017/09/28)
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
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Paragraph 0047; 0048; 0049, (2017/10/07)
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.
Synthesis, molecular modeling and biological evaluation of aza-flavanones as α-glucosidase inhibitors
Kasturi, Sivaprasad,Surarapu, Sujatha,Bathoju, Chandra Chary,Uppalanchi, Srinivas,Dwivedi, Shubham,Perumal, Yogeeswari,Sigalapalli, Dilep Kumar,Babu, Bathini Nagendra,Ethiraj, Krishna S.,Anireddy, Jaya Shree
, p. 1618 - 1630 (2017/08/22)
An efficient acid catalyzed methodology has been employed to synthesize a variety of aza-flavanones and their α-glucosidase inhibitory activity is evaluated using acarbose, miglitol and voglibose as reference standards. Molecular modeling studies were per
Use of Mesoporous Molecular Sieves in the Production of Fine Chemicals: Preparation of Dihydroquinolinones of Pharmaceutical Interest from 2′-Aminochalcones
Climent, María J.,Corma, Avelino,Iborra, Sara,Martí, Laura
, p. 1335 - 1345 (2016/04/20)
Solid catalysts can be an alternative to homogeneous mineral Br?nsted and Lewis acids for the synthesis of pharmaceuticals provided that the diffusional and adsorption properties of the reactants and products can be controlled. Structured micro and especi
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
Kumar, Sumit,Verma, Nishant,Parveen, Iram,Ahmed, Naseem
supporting information, p. 2111 - 2122 (2016/11/23)
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.
A general and efficient synthesis of 5,6-dihydrodibenzo[b,h][1,6]naphthyridine derivatives
Dobrowolski, Jeremy C.,Katen, Alice,Fraser, Benjamin H.,Bhadbhade, Mohan,Black, David StC.,Kumar, Naresh
, p. 5442 - 5445 (2016/11/19)
A two-step procedure for the synthesis of dihydrodibenzonaphthyridine derivatives from benzaldehydes and 2-aminoacetophenones, proceeding through a substituted dihydroquinolone intermediate, is described. The synthetic protocol allows for a versatile and robust coupling method between a range of 2-aminoacetophenones or 2-aminobenzophenones and a selection of substituted dihydroquinolones.
[C8dabco]Br: a mild and convenient catalyst for intramolecular cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones
Derabli, Chamseddine,Mahdjoub, Sara,Boulcina, Raouf,Boumoud, Boudjemaa,Merazig, Hocine,Debache, Abdelmadjid
, p. 99 - 103 (2016/07/06)
[Figure not available: see fulltext.] A new and convenient synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones has been described using the intramolecular cyclization of 2-aminochalcones catalyzed by 1-octyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide ([Cs
Mild and Efficient Silver(I) Triflate Catalyzed Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1 H)-ones, and Their Antioxidant Activities
Pandit, Rameshwar Prasad,Sharma, Kavita,Lee, Yong Rok
, p. 3881 - 3890 (2015/12/18)
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.
