1208258-68-7Relevant articles and documents
Single-Step Synthesis of 3-Iodoquinolines from 2-Aminophenyl Ketones through a Regioselective (6-endo-dig) Electrophilic Cyclization
Yaragorla, Srinivasarao,Pareek, Abhishek,Dada, Ravikrishna,Saini, Pyare Lal
, p. 4600 - 4608 (2017)
A highly facile single-step synthetic approach to 3-iodoquinolines has been developed for the first time from readily available 2-aminobenzophenones and terminal alkynes. The reaction involves the nucleophilic addition of terminal alkynes to 2-aminobenzophenones followed by a regioselective iodocyclization (6-endo-dig) to furnish 2,4-disubstituted 3-iodoquinolines in high yields. In general, 2,4-diaryl-substituted products were isolated without the need for column chromatography.
Environmentally Friendly Nafion-Mediated Friedl?nder Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones
Chan, Chieh-Kai,Lai, Chien-Yu,Wang, Cheng-Chung
, p. 1779 - 1794 (2020/06/08)
An efficient and eco-friendly synthetic route for Friedl?nder quinoline synthesis of polysubstituted quinolines is described. This green chemical method starts from various 2-aminobenzophenones and mono- or dicarbonyl synthons and uses reusable Nafion NR50 material as a solid catalyst in ethanol under microwave irradiation. The protocol has a high generality of functional groups and provides the desired quinolines in good to excellent yields. Some structures were confirmed by single-crystal X-ray diffraction analysis.
Synthesis of Quinolines and Pyrido[3,2- g or 2,3- g]quinolines Catalyzed by Heterogeneous Propylphosphonium Tetrachloroindate Ionic Liquid
Azizi, Mahboobeh,Nasr-Esfahani, Mahboobeh,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Kia, Reza
, p. 14743 - 14750 (2019/01/03)
This report explains an efficient method for synthesis of an array of quinolines via the reaction of 2-aminoaryl ketones with terminal and internal alkynes in the presence of propylphosphonium tetrachloroindate ionic liquid supported on nanosilica (PPInCl
A pharmaceutical intermediate a method for synthesis of substituted quinoline derivatives
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Paragraph 0035-0037, (2017/04/03)
The invention relates to a preparation method of a medical intermediate multi-substituted quinoline derivative. High-yield preparation of a multi-substituted quinoline compound is achieved by using o-aminoaryl ketone and alkyne as raw materials and screen
Palladium-catalyzed synthesis of polysubstituted quinolines from 2-amino aromatic ketones and alkynes
Zhou, Wang,Lei, Jianhua
supporting information, p. 5583 - 5585 (2014/05/20)
A palladium-catalyzed one-pot method for the synthesis of quinolines from commercial or readily available 2-amino aromatic ketones and alkynes is reported for the first time. This transformation offers an alternative method for the synthesis of polysubstituted quinoline. the Partner Organisations 2014.
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.
