- Synthesis of Quinolines and Pyrido[3,2- g or 2,3- g]quinolines Catalyzed by Heterogeneous Propylphosphonium Tetrachloroindate Ionic Liquid
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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
- Azizi, Mahboobeh,Nasr-Esfahani, Mahboobeh,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Kia, Reza
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p. 14743 - 14750
(2019/01/03)
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- Regioselective intramolecular annulations of ambident β-enamino esters: A diversity-oriented synthesis of nitrogen-containing privileged molecules
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Diversity-oriented, regioselective, intramolecular annulation of β-enamino esters is described under solvent-free, calcium-catalysis. 2-aminoaryl ketones and alkyl propiolates undergone a [4+2] annulation to yield substituted quinolines; with an excess of
- Yaragorla, Srinivasarao,Pareek, Abhishek
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supporting information
p. 909 - 913
(2018/02/12)
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- Unexpected simultaneous synthesis of trisubstituted quinolines and acylhydrazones under catalyst-free conditions
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Trisubstituted quinolines and acylhydrazones were unexpectedly prepared from a reaction of N′-((2-aminophenyl)(phenyl)methylene)benzohydrazides with acetylenic esters. Using of N′-((2-aminophenyl)(phenyl)methylene)benzohydrazides led to obtain not only qu
- Hosseyni Largani, Tahere,Imanzadeh, Gholamhassan,Noroozi Pesyan, Nader,?ahin, Ertan
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supporting information
p. 1077 - 1084
(2017/05/25)
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- Recyclable nano copper oxide catalyzed synthesis of quinoline-2,3- dicarboxylates under ligand free conditions
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An efficient protocol was developed for the recyclable nano CuO powder catalyzed synthesis of quinoline derivatives from acetylenedicarboxylates and 2-aminocarbonyl compounds using acetonitrile as solvent at 40 °C in air. A variety of quinoline derivatives were synthesized in good yields with good chemoselectivity in the presence of a catalytic amount of CuO nano powder under ligand/additive free conditions. The catalyst is air-stable, inexpensive and recyclable up to four cycles. the Partner Organisations 2014.
- Venkanna, Avudoddi,Swapna, Kokkirala,Rao, Pallapothula Venkateswar
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p. 15154 - 15160
(2014/04/17)
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- Palladium-catalyzed synthesis of polysubstituted quinolines from 2-amino aromatic ketones and alkynes
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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.
- Zhou, Wang,Lei, Jianhua
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supporting information
p. 5583 - 5585
(2014/05/20)
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- Synthesis of polysubstituted quinolines via copper(ii)-catalyzed annulation of 2-aminoaryl ketones with alkynoates
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Copper triflate catalyzed annulation of 2-aminoaryl ketones with internal alkynes has been developed for the synthesis of polysubstituted quinolines in high yields under solvent-free conditions. Phenyl propiolic acid afforded the 3-unsubstituted quinoline
- Bagdi, Avik Kumar,Santra, Sougata,Rahman, Matiur,Majee, Adinath,Hajra, Alakananda
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p. 24034 - 24037
(2013/11/19)
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- Copper(ii) triflate-catalyzed reactions for the synthesis of novel and diverse quinoline carboxylates
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An efficient one-pot synthesis of a variety of quinoline carboxylates was accomplished by Cu(OTf)2-catalyzed reactions of Michael addition/cyclization/aromatization between 2-aminoaryl carbonyls and alkynyl carboxylates. This methodology offers
- Pandit, Rameshwar Prasad,Lee, Yong Rok
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p. 22039 - 22045
(2013/11/06)
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- InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations
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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.
- Chanda, Tanmoy,Verma, Rajiv Kumar,Singh, Maya Shankar
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supporting information; experimental part
p. 778 - 787
(2012/06/29)
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- A simple synthesis of trisubstituted quinolines through transesterification
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An efficient and simple method has been reported for the synthesis of 2,3,4-trisubstituted quinolines through zwitterion intermediate under reflux condition in presence of sulfuric acid. The formed dicarboxylate subsequently undergoes transesterification in various alcohols with good yields. Most of the synthesized compounds are newly reported characterized by spectroscopic method. J. Heterocyclic Chem., (2011). Copyright
- Patil, Dipti R.,Deshmukh, Madhukar B.,Salunkhe, Sonali M.,Anbhule, Prashant V.
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experimental part
p. 1342 - 1346
(2011/12/16)
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- An efficient synthesis of 2,3,4-trisubstituted quinolines through alkynylation-cyclization at ambient temperature
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A series of 2,3,4-trisubstituted quinoline derivatives have been synthesized by reactions between 2-aminoaryl ketones and dialkyl acetylenedicarboxylate. The synthetic pathway allows for the direct construction of said quinoline derivatives in pyridine/et
- Patil, Dipti R.,Salunkhe, Sonali M.,Deshmukh, Madhukar B.,Anbhule, Prashant V.
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experimental part
p. 1414 - 1418
(2011/12/16)
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- An improved protocol for the synthesis of quinoline-2,3-dicarboxylates under neutral conditions via biomimetic approach
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A mild and efficient protocol for synthesis of quinoline derivatives in aqueous medium under neutral conditions is described. The reaction proceeded smoothly in H2O catalyzed by supramolecular catalyst β-CD. By this protocol, various quinoline derivatives were synthesized in excellent yields.
- Madhav, Bandaru,Murthy, Sabbavarapu Narayana,Rao, Kakulapati Rama,Durga Nageswar, Yadavalli Venkata
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experimental part
p. 257 - 260
(2010/05/15)
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