21923-41-1Relevant academic research and scientific papers
Preparation of 2-arninpbenzophenones and polysubstituted quinolines through Sml2 promoted reductive cleavage of 3-aryl-2,1-benzisoxazoles
Fan, Xuesen,Zhang, Xinying,Zhang, Yongmin
, p. 637 - 643 (2005)
Promoted by SmI2, 3-aryl-2,1-benzisoxazoles underwent reductive cleavage of the N - O bond leading to 2-aminobenzophenones in high yields upon protonation. Otherwise, if ketones with active methylene group were added to the reaction mixture prior to protonation, the desired poly substituted quinolines could be obtained under mild conditions in a one-pot manner.
Synthesis and photophysics of a new deep red soluble phosphorescent iridium(III) complex based on chlorine-methyl-substituted 2,4 diphenyl quinoline
Dahule,Dhoble,Ahn,Pode, Ramchandra
, p. 1524 - 1528 (2011)
A new iridium complex with a chlorine-methyl-substituted 2,4 diphenyl quinoline, (Cl-MDPQ) ligand has been synthesized. The synthesized iridium metal complex, Ir(Cl-MDPQ)2(acac) where Cl-MDPQ=chlorine-methyl substituted, 2,4 diphenyl quinoline,
Palladium-Catalyzed/Copper-Mediated Desulfurization and Aryl- ation of Quinoline-2-(1 H)-thione for Rapid Access to Quinoline Derivatives
Guo, Fu-Hu,Lu, Hai-Long,Quan, Zheng-Jun,Wang, Tong-Lin,Wang, Xi-Cun
, p. 893 - 900 (2020/03/13)
An efficient method for carbon-carbon bond formation is described. The process employs the palladium-catalyzed and copper-mediated cross-coupling of quinoline-2-(1 H)-thiones with arylboronic acids or alkynes through C-S bond cleavage without an inert atm
Cobalt-Catalyzed Electrophilic Aminations with Anthranils: An Expedient Route to Condensed Quinolines
Li, Jie,Tan, Eric,Keller, Niklas,Chen, Yi-Hung,Zehetmaier, Peter M.,Jakowetz, Andreas C.,Bein, Thomas,Knochel, Paul
supporting information, p. 98 - 103 (2019/01/08)
The reaction of various organozinc pivalates with anthranils provides anilines derivatives, which cyclize under acidic conditions providing condensed quinolines. Using alkenylzinc pivalates, electron-rich arylzinc pivalates or heterocyclic zinc pivalates produces directly the condensed quinolines of which several structures belong to new heterocyclic scaffolds. These N-heterocycles are of particular interest for organic light emitting diodes with their high photoluminescence quantum yields and long exciton lifetimes as well as for hole-transporting materials in methylammonium lead iodide perovskites solar cells due to an optimal band alignment for holes and a large bandgap.
Electrophilic Cyclization of 2-Aminophenylprop-1-yn-3-ols into 3-Iodo-6-(aryldiazenyl)quinolines by Using a One-Pot Azo-Coupling and Iodocyclization Sequence
Yaragorla, Srinivasarao,Pareek, Abhishek
supporting information, p. 1863 - 1871 (2018/05/09)
6-(Aryldiazenyl)-3-iodoquinolines were prepared from readily available 2-aminoaryl propargyl alcohols, aryldiazonium salts, and molecular iodine. This three-component one-pot process proceeded through sequential azo-coupling, regioselective iodocyclizatio
Sustainable Synthesis of Quinolines and Pyrimidines Catalyzed by Manganese PNP Pincer Complexes
Mastalir, Matthias,Glatz, Mathias,Pittenauer, Ernst,Allmaier, Günter,Kirchner, Karl
supporting information, p. 15543 - 15546 (2016/12/16)
This study represents the first example an environmentally benign, sustainable, and practical synthesis of substituted quinolines and pyrimidines using combinations of 2-aminobenzyl alcohols and alcohols as well as benzamidine and two different alcohols,
Synthesis and evaluation of 2-(1H-indol-3-yl)-4-phenylquinolines as inhibitors of cholesterol esterase
Muscia, Gisela C.,Hautmann, Stephanie,Buldain, Graciela Y.,Asís, Silvia E.,Gütschow, Michael
, p. 1545 - 1549 (2014/03/21)
A series of 2-(substituted) phenyl and 2-indolyl quinoline derivatives (10a-l) was synthesized by an efficient microwave-assisted, trifluoroacetic acid-catalyzed, solvent-free method. Evaluation of the inhibitory activity led to the identification of two
PEG-SO3H as a catalyst in aqueous media: A simple, proficient and green approach for the synthesis of quinoline derivatives
Nasseri,Alavi,Zakerinasab
, p. 109 - 116 (2013/05/09)
A convenient and efficient method was developed for the synthesis of quinolines, an important class of potentially bioactive compounds. The quinoline derivatives were prepared in water, an excellent solvent in terms of environmental impact and with reduce
Catalyst free indirect Friedlaender synthesis of substituted quinolines from alcohols in PEG-400
Wu, Fang-Wen,Hou, Rei-Sheu,Wang, Huey-Min,Kang, Iou-Jiun,Chen, Ling-Ching
experimental part, p. 535 - 539 (2012/07/14)
The synthesis of substituted quinolines can be easily and greenly accomplished by the direct reaction between the corresponding aminoalcohol and ketone using PEG-400 as reaction medium in the presence of a base, without any transition-metal catalyst.
InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations
Chanda, Tanmoy,Verma, Rajiv Kumar,Singh, Maya Shankar
supporting information; experimental part, p. 778 - 787 (2012/06/29)
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.
