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Journal articles on the topic 'Synthesis of quinoline'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Shoji, Taku, Mutsumi Takeuchi, Mayumi Uda, et al. "Synthesis of Azuleno[2,1-b]quinolones and Quinolines via Brønsted Acid-Catalyzed Cyclization of 2-Arylaminoazulenes." Molecules 28, no. 15 (2023): 5785. http://dx.doi.org/10.3390/molecules28155785.

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Quinolone and quinoline derivatives are frequently found as substructures in pharmaceutically active compounds. In this paper, we describe a procedure for the synthesis of azuleno[2,1-b]quinolones and quinolines from 2-arylaminoazulene derivatives, which are readily prepared via the aromatic nucleophilic substitution reaction of a 2-chloroazulene derivative with several arylamines. The synthesis of azuleno[2,1-b]quinolones was established by the Brønsted acid-catalyzed intramolecular cyclization of 2-arylaminoazulene derivatives bearing two ester groups at the five-membered ring. The halogenat

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2

Horta, Pedro, Marta S. C. Henriques, Elisa M. Brás, et al. "On the ordeal of quinolone preparation via cyclisation of aryl-enamines; synthesis and structure of ethyl 6-methyl-7-iodo-4-(3-iodo-4-methylphenoxy)-quinoline-3-carboxylate." Pure and Applied Chemistry 89, no. 6 (2017): 765–80. http://dx.doi.org/10.1515/pac-2016-1119.

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AbstractRecent studies directed to the design of compounds targeting the bc1 protein complex of Plasmodium falciparum, the parasite responsible for most lethal cases of malaria, identified quinolones (4-oxo-quinolines) with low nanomolar inhibitory activity against both the enzyme and infected erythrocytes. The 4-oxo-quinoline 3-ester chemotype emerged as a possible source of potent bc1 inhibitors, prompting us to expand the library of available analogs for SAR studies and subsequent lead optimization. We now report the synthesis and structural characterization of unexpected ethyl 6-methyl-7-i

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3

Xuan, Duc Dau. "Recent Progress in the Synthesis of Quinolines." Current Organic Synthesis 16, no. 5 (2019): 671–708. http://dx.doi.org/10.2174/1570179416666190719112423.

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Background: Quinoline-containing compounds present in both natural and synthetic products are an important class of heterocyclic compounds. Many of the substituted quinolines have been used in various areas including medicine as drugs. Compounds with quinoline skeleton possess a wide range of bioactivities such as antimalarial, anti-bacterial, anthelmintic, anticonvulsant, antiviral, anti-inflammatory, and analgesic activity. Due to such a wide range of applicability, the synthesis of quinoline derivatives has attracted a lot of attention of chemists to develop effective methods. Many known me

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4

Swapna, Sahu, Srivastava Shobhit, and Kumar Gupta Sujeet. "A Review on Quinoline: Diverse Pharmacological Agent." Chemistry Research Journal 6, no. 4 (2021): 81–96. https://doi.org/10.5281/zenodo.11666866.

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<strong>Abstract </strong>Quinoline is a heterocyclic aromatic organic & fused ring compound with the Chemical formula C<sub>9</sub>H<sub>7</sub>N.  Quinoline is an important pharmacophore in medicinal chemistry, since a large number of its derivatives possess useful biological properties. Also, Quinolones are known for their formation of conjugated molecules and polymers that combine enhanced electronic, optoelectronic, or nonlinear optical properties with excellent mechanical properties. They have a crucial role in the synthesis of various new therapeutic agents. For new drug develo

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5

Zhang, Xiaofeng, Miao Liu, Weiqi Qiu, and Wei Zhang. "2-Azidobenzaldehyde-Based [4+2] Annulation for the Synthesis of Quinoline Derivatives." Molecules 29, no. 6 (2024): 1241. http://dx.doi.org/10.3390/molecules29061241.

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Quinoline is a privileged heterocyclic ring which can be found in many drug molecules and bioactive compounds. The development of synthetic methods for making quinoline derivatives continuously attracts the interest of organic and medicinal chemists. This paper highlights 2-azidobenzaldehyde-based [4+2] annulation for the synthesis of quinoline derivatives including fused and spiro-quinolines, quinoline-4-ols, 4-aminoquinolines, and related compounds.

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6

Sonawane, Amol D., Dinesh R. Garud, Taro Udagawa, and Mamoru Koketsu. "Synthesis of thieno[2,3-b]quinoline and selenopheno[2,3-b]quinoline derivativesviaiodocyclization reaction and a DFT mechanistic study." Organic & Biomolecular Chemistry 16, no. 2 (2018): 245–55. http://dx.doi.org/10.1039/c7ob02523h.

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Thieno[2,3-b]quinoline and selenopheno[2,3-b]quinoline derivatives were synthesized by the regioselective iodocyclization reaction of 3-alkynyl-2-(methylthio)quinolines and 3-alkynyl-2-(methylseleno)quinolines.

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7

Srinivas, Sangu*and Anil Kumar Middha. "SYNTHESIS, ANTI MICROBIAL, ANTI CANCER EVALUTION AND MOLECULAR DOCKING STUDIES OF QUINAZOLINYL THIADIAZOLES DERIVATIVES." INDO AMERICAN JOURNAL OF PHARMACEUTICAL SCIENCES 05, no. 11 (2018): 11458–65. https://doi.org/10.5281/zenodo.1477785.

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<em>Quinazoline derivatives are reported to have anti microbial, anti inflammatory, analgesic and anti cancer activities. The incorporated oxymethyl carbamide at 4<sup>th</sup> position of the quinoline ring was found to influence the biological activities of the molecules with this some of new Quinolinyl- oxymethyl -thiadiazoles synthesized from 4-hydroxy quinoline through (quinolin-4yloxy) acetyl hydrazide intermediates. All the synthesized compounds were characterized by IR, H<sup>1</sup>NMR spectral data and carried out molecular docking studies against calcium/calmoduline dependent protei

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8

Parekh, H. P., M. H. Chauhan, N. L. Solanki, and V. H. Shah. "A Clean, Benign, Energy Efficient One-Pot Multicomponent Synthesis and Bio-evaluation of Novel [1,2,4]Triazolo[1,5-a]quinolines." Asian Journal of Organic & Medicinal Chemistry 6, no. 2 (2021): 111–15. http://dx.doi.org/10.14233/ajomc.2021.ajomc-p322.

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In present work, a series of novel [1,2,4]triazolo[1,5-a]quinoline derivatives (HP-101-110) have been synthesized using multi-component reaction at room temperature in the presence of ammonium chloride as mild, cost effective green catalyst along with water as eco-friendly green solvent. The synthesis of 1,2,4-triazolo[1,5-a]quinolines (HP-101-110) was achieved by two step process. In first step, diversified Hantzsch pyridine reaction of an appropriate aromatic aldehyde, malononitrile, dimedone and benz hydrazide using ethanol as a solvent gives N-(2-amino-3-cyano-7,7-dimethyl-5-oxo-4-phenyl-5

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9

Singhal, Anchal, Pratibha Kumari, and Kharu Nisa. "Facile One-Pot Friedlander Synthesis of Functionalized Quinolines using Graphene Oxide Carbocatalyst." Current Organic Synthesis 16, no. 1 (2019): 154–59. http://dx.doi.org/10.2174/1570179415666181002114621.

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Background: Quinolines represent an important class of bioactive molecules which are present in various synthetic drugs, biologically active natural compounds and pharmaceuticals. Quinolines find their potential applications in various chemical and biomedical fields. Thereby, the demand for more efficient and simple methodologies for the synthesis of quinolines is growing rapidly. </P><P> Objective: The green one-pot Friedlander Synthesis of Functionalized Quinolines has been demonstrated by using graphene oxide as a carbocatalyst. </P><P> Method: The graphene oxide cat

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10

Bonyad, Ali Moin. "Synthesis of Chalcones from Acetone and tetrazole and 2-acetyl naphthalene Assisted by Microwave." Engineering and Technology Quarterly Reviews 3, no. 1 (2020): 16–22. https://doi.org/10.5281/zenodo.3686827.

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In the present study, we understood the total synthesis one chalcone derivative via Claisen-Schmidt condensation of the respective aldehydes and ketones using Microwave assisted irradiation method. In the microwave environment, chemical reactions usually proceed faster and give higher yields with fewer by- products. In the synthesis, a common aldehyde namely tetrazolo {1, 5-a} quinoline-4-carbaldehyde was used while the ketones used were respectively acetone, 2- acetyl Naphthalene. The Chalcone synthesised from Tetrazolo {1, 5-a} quinolone-4-carbaldehyde and acetone was 4-(tetrazolo {1, 5-a} q

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11

Rocha, Djenisa H. A., Vasco F. Batista, Emanuel J. F. Balsa, Diana C. G. A. Pinto, and Artur M. S. Silva. "Chromene- and Quinoline-3-Carbaldehydes: Useful Intermediates in the Synthesis of Heterocyclic Scaffolds." Molecules 25, no. 17 (2020): 3791. http://dx.doi.org/10.3390/molecules25173791.

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Chromenes and quinolines are recognized as important scaffolds in medicinal chemistry. Herein, the efficient use of chromene- and quinoline-3-carbaldehydes to synthesize other valuable heterocycles is described. These carbaldehydes are obtained in excellent yields through the Vilsmeyer-Haack reaction of flavanones and azaflavanones. Protocols towards the synthesis of new heterocycles, such as 3H-chromeno[3–c]quinolines, (Z/E)-2-aryl-4-chloro-3-styryl-2H-chromenes, and (E)-2-aryl-4-chloro-3-styrylquinoline-1(2H)-carbaldehydes were established. Altogether, we demonstrate the value of chromene- a

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12

Peng, Jin-Bao, Bo Chen, Xinxin Qi, Jun Ying, and Xiao-Feng Wu. "Palladium-catalyzed synthesis of quinolin-2(1H)-ones: the unexpected reactivity of azodicarboxylate." Organic & Biomolecular Chemistry 16, no. 10 (2018): 1632–35. http://dx.doi.org/10.1039/c8ob00199e.

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13

Portilla, Jaime, Jairo Quiroga, Manuel Nogueras, et al. "Structural comparisons of isomeric series of 7-aryl-benzo[h]pyrazolo[3,4-b]quinolines and 11-aryl-benzo[f]pyrazolo[3,4-b]quinolines." Acta Crystallographica Section B Structural Science 64, no. 1 (2008): 72–83. http://dx.doi.org/10.1107/s0108768107065743.

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The structures of three new 7-aryl-benzo[h]pyrazolo[3,4-b]quinolines, 8-methyl-7-(4-chlorophenyl)-10-phenyl-6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinoline, C27H20ClN3, 8-methyl-7-(3-pyridinyl)-10-phenyl-6,10-dihydro-5H-benzo[b]pyrazolo[3,4-b]quinoline, C26H20N4, and 8-methyl-7-(4-pyridinyl)-10-phenyl-10H-benzo[h]pyrazolo[3,4-b]quinoline, C26H18N4, which is an unexpected oxidation product isolated from the attempted synthesis of 8-methyl-7-(4-pyridinyl)-10-phenyl-6,10-dihydro-5H-benzo[h]pyrazolo[3,4-b]quinoline, and those of three new 11-aryl-benzo[f]pyrazolo[3,4-b]quinolines, 11-(4-methylphe

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14

Elagamey, Abdel Ghani A., Salah Z. Sawllim, Fathy M. A. El-Taweel, and Mohamed H. Elnagdi. "Nitriles in heterocyclic synthesis: Novel syntheses of benzo[b]pyrans, naphtho[1,2-b]pyrans, naphtho[2,1-b]pyrans, pyrano[3,2-h]quinolines and pyrano[3,2-c]quinolines." Collection of Czechoslovak Chemical Communications 53, no. 7 (1988): 1534–38. http://dx.doi.org/10.1135/cccc19881534.

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Benzo[b]pyrans, naphtho[1,2-b]pyrans, naphtho[2,1-b]pyrans, pyrano[3,2-h]quinolines, and pyrano[3,2-c]quinolines were synthesized by the reaction of cinnamonitriles with phenols, naphthols, 8-hydroxyquinoline, and 1-methyl-4-hydroxy-2-quinoline.

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15

Mandal, Susanta, Samuzal Bhuyan, Saibal Jana, Jagir Hossain, Karan Chhetri, and Biswajit Gopal Roy. "Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinoline N-oxides." Green Chemistry 23, no. 14 (2021): 5049–55. http://dx.doi.org/10.1039/d1gc01460a.

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Quinolin-2(1H)-ones are prevalent in natural products and pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides.

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16

Wantulok, Jakub, Marcin Szala, Andrea Quinto, et al. "Synthesis, Electrochemical and Spectroscopic Characterization of Selected Quinolinecarbaldehydes and Their Schiff Base Derivatives." Molecules 25, no. 9 (2020): 2053. http://dx.doi.org/10.3390/molecules25092053.

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A new approach to the synthesis of selected quinolinecarbaldehydes with carbonyl groups located at C5 and/or in C7 positions is presented in this paper in conjunction with spectroscopic characterization of the products. The classical Reimer-Tiemann, Vilsmeier-Haack and Duff aldehyde synthesis methods were compared due to their importance. Computational studies were carried out to explain the preferred selectivity of the presented formylation transformations. A carbene insertion reaction based on Reimer-Tiemann methodology is presented for making 7-bromo-8-hydroxyquinoline-5-carbaldehyde. Addit

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17

Abdel Hafez, Ali A., Ahmed A. Geies, Zeinab A. Hozien, and Zarif H. Khalil. "Synthesis of Some New 8-Quinolinyloxy-5-sulfonamide Derivatives." Collection of Czechoslovak Chemical Communications 59, no. 4 (1994): 957–77. http://dx.doi.org/10.1135/cccc19940957.

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5-Sulfonyl-8-quinolinol was used for the synthesis of various derivatives. This attempt was directed by knowledge that 8-quinolinol was utilized in the synthesis of biologically active heterocycles as bactericides, fungicides and bioregulators. The biological and pesticidal activity of 1,3,4-oxadiazoles, as well as the pharmacological interest of the quinoline moiety, are well known, too.

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18

Yang, Jinfei, Xiao Meng, Kai Lu, et al. "Acid-promoted iron-catalysed dehydrogenative [4 + 2] cycloaddition for the synthesis of quinolines under air." RSC Advances 8, no. 55 (2018): 31603–7. http://dx.doi.org/10.1039/c8ra06826g.

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An acid-promoted iron-catalysed dehydrogenative [4 + 2] cycloaddition reaction was developed for the synthesis of quinolines using air as a terminal oxidant. Various quinoline derivatives were obtained, and no other byproducts besides water.

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19

Frites, Wahiba, Massaab Khalfaoui, Lamouri Hammal, Vera L. M. Silva та Artur M. S. Silva. "Ultrasound-Assisted Wittig Reaction for the Synthesis of 3-Substituted 4-Chloroquinolines and Quinolin-4(1H)-ones with Extended π-Conjugated Systems". Journal of Chemistry 2022 (5 грудня 2022): 1–12. http://dx.doi.org/10.1155/2022/4807767.

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3-(Vinyl-/buta-1,3-dien-1-yl/4-phenylbuta-1,3-dien-1-yl)-4-chloro quinolines and quinolin-4(1H)-ones were synthesized by ultrasound-assisted Wittig reaction of the corresponding 4-chloro-3-formylquinoline and 3-formylquinolin-4(1H)-ones with nonstabilized ylides. Ease execution, mild conditions, and high yields make this method exploitable for the generation of libraries of 3-substituted 4-chloroquinolines and quinolin-4(1H)-ones with extended π-conjugated systems. To demonstrate the usefulness of these compounds as precursors for the synthesis of more complex structures, 3-vinylquinolin-4(1H)

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20

Galachar, Kapilkumar, Ashokbhai R. Rathod, Chandankumar Pashavan, Yogesh Naliapara, Vipul Kataria, and Sushil Korgaokar. "A Greener Approach for Synthesis of Quinoline-3-carboxylate Building Block and their Biological Screening." Asian Journal of Organic & Medicinal Chemistry 6, no. 4 (2021): 259–63. http://dx.doi.org/10.14233/ajomc.2021.ajomc-p347.

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The analogs of nitrogen-based heterocycles occupy an exclusive position as a value of more than 75% of drugs approved by the FDA and currently available in the market are nitrogen-containing heterocyclic moieties. Among many N-containing heterocycles, quinolines have become important due to their variety of applications in medicinal, synthetic organic chemistry as well as in the field of industrial chemistry. Present work gives information about the green and clean synthesis using multicomponent reactions (MCRs) methods and L-proline and ammonium acetate as a catalyst for the synthesis of quin

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21

Kamal, Ahmed, Abdul Rahim, Sd Riyaz, et al. "Regioselective synthesis, antimicrobial evaluation and theoretical studies of 2-styryl quinolines." Organic & Biomolecular Chemistry 13, no. 5 (2015): 1347–57. http://dx.doi.org/10.1039/c4ob02277g.

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2-Styryl quinolines have been synthesized regioselectively from 2-methyl-quinoline using NaOAc in water acetic acid binary solvents and evaluated for their antibacterial activity against both Gram-positive and Gram-negative strains.

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22

Faldu, V. J., P. K. Talpara, N. H. Bhuva, P. R. Vachharajani, and Viresh H. Shah. "Synthesis, Characterization and Biological Evaluation of some Newer 5-[6-Chloro/Fluor/Nitro-2-(p-Chloro/Fluoro/Methyl Phenyl)-Quinolin-4-yl]-1,3,4-Oxadiazole-2-Thiols." International Letters of Chemistry, Physics and Astronomy 25 (January 2014): 26–32. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.25.26.

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Recent study shows that quinolines represent one of the most active classes of compounds possesses wide spectrum biodynamic activities and use as potent therapeutic agents. In present research work, 5-[6-chloro/fluoro/nitro-2-(p-chloro/fluoro/methyl phenyl)-quinolin-4-yl]-1,3,4-oxadiazole-2-thiols have been synthesized by condensation of substituted quinoline-4-carbohydrazides and mixture of carbon disulphide and potassium hydroxide. All of these compounds were screened for their in vitro anti microbial assay against gram (+ve), gram (-ve) bacteria and fungi activity compared with standard dru

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23

Faldu, V. J., P. K. Talpara, N. H. Bhuva, P. R. Vachharajani, and Viresh H. Shah. "Synthesis, Characterization and Biological Evaluation of some Newer 5-[6-Chloro/Fluor/Nitro-2-(p-Chloro/Fluoro/Methyl Phenyl)-Quinolin-4-yl]-1,3,4-Oxadiazole-2-Thiols." International Letters of Chemistry, Physics and Astronomy 25 (January 10, 2014): 26–32. http://dx.doi.org/10.56431/p-vi5cvh.

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Recent study shows that quinolines represent one of the most active classes of compounds possesses wide spectrum biodynamic activities and use as potent therapeutic agents. In present research work, 5-[6-chloro/fluoro/nitro-2-(p-chloro/fluoro/methyl phenyl)-quinolin-4-yl]-1,3,4-oxadiazole-2-thiols have been synthesized by condensation of substituted quinoline-4-carbohydrazides and mixture of carbon disulphide and potassium hydroxide. All of these compounds were screened for their in vitro anti microbial assay against gram (+ve), gram (-ve) bacteria and fungi activity compared with standard dru

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24

Wang, Cheng-Chung, Chieh-Kai Chan, and Chien-Yu Lai. "Environmentally Friendly Nafion-Mediated Friedländer Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones." Synthesis 52, no. 12 (2020): 1779–94. http://dx.doi.org/10.1055/s-0039-1690088.

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An efficient and eco-friendly synthetic route for Friedländer 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.

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25

Arya, Anju, Akhil Mahajan, and Tejpal Singh Chundawat. "Microwave-assisted One-pot Synthesis of 2-Substituted Quinolines by Using Palladium Nanoparticles as a Catalyst developed from Green Alga Botryococcus braunii." Current Organocatalysis 7, no. 2 (2020): 82–88. http://dx.doi.org/10.2174/2213337206666190625112833.

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Background: Quinoline is a type of N-based organic heterocyclic biologically active compound. Quinolines have grasped the interest of scientists because of their wide scope of applications. Several methods have been developed for the synthesis of quinoline and its derivatives. In this study, a new, efficient, simple, one-pot synthesis of the substituted quinolines was developed by using palladium nanoparticles as a catalyst. Methods: Catalyst synthesized by algal extract of green alga Botryococcus braunii and palladium acetate solution, and characterized by different instrumental techniques li

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26

Malkova, Ksenia, Andrey Bubyrev, Stanislav Kalinin та Dmitry Dar’in. "Facile access to 3-sulfonylquinolines via Knoevenagel condensation/aza-Wittig reaction cascade involving ortho-azidobenzaldehydes and β-ketosulfonamides and sulfones". Beilstein Journal of Organic Chemistry 19 (9 червня 2023): 800–807. http://dx.doi.org/10.3762/bjoc.19.60.

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Quinoline-based sulfonyl derivatives, and especially sulfonamides, are relevant and promising structures for drug design. We have developed a new convenient protocol for the synthesis of 3-sulfonyl-substituted quinolines (sulfonamides and sulfones). The approach is based on a Knoevenagel condensation/aza-Wittig reaction cascade involving o-azidobenzaldehydes and ketosulfonamides or ketosulfones as key building blocks. The protocol is appropriate for both ketosulfonyl reagents and α-sulfonyl-substituted alkyl acetates providing the target quinoline derivatives in good to excellent yields.

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27

Zhao, Min Min, Yong Hua Li, De Hong Wu, and Qing Wan. "4-(6-Quinolyloxymethyl)benzonitrile." Acta Crystallographica Section E Structure Reports Online 65, no. 6 (2009): o1261. http://dx.doi.org/10.1107/s1600536809016560.

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The title compound, C17H12N2O, was synthesized by an ether synthesis from quinolin-6-ol and 4-(bromomethyl)benzonitrile. The phenyl ring of the benzonitrile group makes a dihedral angle of 47.52 (6)° with the plane of the quinoline fragment. The crystal structure is stabilized by intermolecular C—H...π interactions between a benzene H atom of the benzonitrile group and the benzene ring of the quinoline fragment. In addition, the crystal structure also exhibits a weak intermolecular C—H...N hydrogen bond.

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28

Digi, Davis C. *. Neeshma K. Ramsiya K. K. Anuja Nashwa Kattukandathil Rahila Razana Binth Yoosuf P. Rubayyath K. Shafnaz Abdul Rahman. "Unlocking The Therapeutic Potential Of Quinoline Hybrids In Cancer Treatment." International Journal in Pharmaceutical Sciences 2, no. 6 (2024): 1311–19. https://doi.org/10.5281/zenodo.12572911.

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Cancer is a leading global health challenge, ranking as the second major cause of death after cardiovascular diseases. This complex group of diseases involves uncontrolled cellular proliferation, driven by genetic mutations and epigenetic factors. Although numerous anticancer drugs exist, they often have significant side effects. Heterocyclic compounds, especially nitrogen-containing ones like quinolines, have shown broad biological activities, including anticancer properties. Quinoline scaffolds are integral to many FDA-approved drugs due to their ability to form hydrogen bonds and their favo

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29

Abd El-Aal, Hassan A. K., and Talaat I. El-Emary. "Synthesis of Tetracyclic Fused Quinolines via a Friedel–Crafts and Beckmann Ring Expansion Sequence." Australian Journal of Chemistry 72, no. 12 (2019): 945. http://dx.doi.org/10.1071/ch19363.

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An efficient protocol for the construction of tetracyclic fused quinolines (pyrazole-fused azepino-, azocino-, and azonino[3,2-b]quinolinones) via consecutive Friedel–Crafts and Beckmann reactions has been developed. The key steps in the syntheses of these new molecular scaffolds involve acid-mediated cyclization of 2-(pyrazol-3-yl)quinoline based carboxylic acids 6a–c, 8, and 12 to ketones 13a–e, followed by Beckmann rearrangements of the corresponding oximes 14a–e to provide the tetracyclic-fused quinoline skeletons 15a–e. Structures of synthesised compounds without stereochemical implicatio

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30

Abirami, M., S. Thamarai Selvi, V. Nadaraj, and T. Daniel Thangadurai. "Synthesis and Biological Screening of Pyrano[2,3-b]quinoline Derivatives." Asian Journal of Chemistry 33, no. 8 (2021): 1791–95. http://dx.doi.org/10.14233/ajchem.2021.23253.

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Herein, a novel ionic liquid catalyzed synthesis of 3-acetylpyrano[2,3-b]quinolin-2(1H)-ones (3a-e) from substituted 3-formylquinolin-2(1H)-ones (1a-e) and ethyl acetoacetate (2) through Knoevenagel condensation is reported. We have perceived the application of microwave irradiation and ionic liquid for carrying out pollution free and ecofriendly chemical reactions. These reactions proceeded much faster in ionic liquid medium under microwave irradiation. The structures of quinoline derivatives (3a-e) were characterized by standard physico-chemical techniques. The synthesized quinoline derivati

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31

Abdel Hafez, Ali A. "Synthesis of Some Heterocyclic Sulfones Related to Quinolinol." Collection of Czechoslovak Chemical Communications 58, no. 9 (1993): 2222–26. http://dx.doi.org/10.1135/cccc19932222.

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It is well known that pyrazolone derivatives possess antifungal and antibacterial activities. Pyrazole and isoxazole derivatives are widely used in medicinal chemistry. In continuation of our work on the synthesis of heterocycles containing the quinoline moiety we synthesized different heterocyclic sulfones related to quinolinol.

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32

Bharti, Anurag, ROHIT KUMAR BIJAULIYA, Anita Yadav, and ,. Suman. "The Chemical and Pharmacological Advancements of Quinoline: A Mini Review." Journal of Drug Delivery and Therapeutics 12, no. 4 (2022): 211–15. http://dx.doi.org/10.22270/jddt.v12i4.5561.

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Quinoline is a preferred scaffold that emerges as a prominent assembly motif for the creation of novel pharmacological molecules among heterocyclic compounds. An important family of chemicals includes quinoline and its derivatives that have been studied for various biological activities. Due to its wide range of bioactivity, quinoline, which is made up of benzene fused with N-heterocyclic pyridine, has drawn a lot of interest as a key template in drug creation. In order to demonstrate the quinoline motifs' significant efficacies for upcoming drug development, this review intends to provide the

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33

Öhlinger, Stefan Holger. "AN EFFICIENT SYNTHESIS OF β-(3-QUINOLINYL)-α-ALANINE". SOUTHERN BRAZILIAN JOURNAL OF CHEMISTRY 17, № 17 (2009): 1–8. http://dx.doi.org/10.48141/sbjchem.v17.n17.209.4_2009.pdf.

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A convenient synthesis for β-(3-quinolinyl)-α-alanine (4) is presented. Condensation of 2-chloro-3-chloromethylquinoline (5) with diethyl acetamidomalonate (2) gave high yield of diethyl 2-acetylamino-2-(2-chloro-3-quinolinylmethyl)- propanedionate (6), which was dehalogenated in the presence of ammonium formate and palladium/charcoal. Diethyl 2-acetamido-2-(3-quinolinylmethyl)-malonate (3) was easily converted to the amino acid. The condensation reaction between 2 and 6 is also useful for the construction of (1H)-2,3-dihydropyrrolo[2,3-b]quinoline-2,2-bis(carboxylic acid) and pyrrolo[2,3-b]qu

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34

Abd El-Aal, Hassan A. K., and Talaat I. El-Emary. "Corrigendum to: Synthesis of Tetracyclic Fused Quinolines via a Friedel–Crafts and Beckmann Ring Expansion Sequence." Australian Journal of Chemistry 72, no. 12 (2019): 990. http://dx.doi.org/10.1071/ch19363_co.

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An efficient protocol for the construction of tetracyclic fused quinolines (pyrazole-fused azepino-, azocino-, and azonino[3,2-b]quinolinones) via consecutive Friedel–Crafts and Beckmann reactions has been developed. The key steps in the syntheses of these new molecular scaffolds involve acid-mediated cyclization of 2-(pyrazol-3-yl)quinoline based carboxylic acids 6a–c, 8, and 12 to ketones 13a–e, followed by Beckmann rearrangements of the corresponding oximes 14a–e to provide the tetracyclic-fused quinoline skeletons 15a–e. Structures of synthesised compounds without stereochemical implicatio

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35

Mekheimer, Ramadan Ahmed, Galal Hamza Elgemeie, and Thomas Kappe. "Synthesis of some novel azido- and tetrazoloquinoline-3-carbonitriles and their conversion into 2,4-diaminoquinoline-3-carbonitriles." Journal of Chemical Research 2005, no. 2 (2005): 82–85. http://dx.doi.org/10.3184/0308234054497100.

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36

Choudhury, Sudip, Satya Paul, K. Majumdar, and Siddique Anwar. "Copper(I) Iodide Supported Synthesis of Coumarin- and Quinolone-Annulated 2-Aminothiazoles." Synlett 26, no. 08 (2015): 1039–44. http://dx.doi.org/10.1055/s-0034-1380272.

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An efficient and convenient method for the synthesis of coumarin- and quinolone-annulated 2-aminothiazoles is reported. The fused ring 2-aminothiazoles were synthesized from substituted coumarin/quinoline and phenylisothiocyanates in the presence of CuI, DABCO, and 1,10-phenanthroline. Both the rings in coumarin moiety supported the annulation by this method.

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37

S., P. RAJENDRAN, and SHANMUGAM P. "Synthesis of 2,3-Dihydrofuro[2,3-b ]pyrono[ 5,6-f ]quinoline." Journal of Indian Chemical Society Vol. 71, May 1994 (1994): 285–87. https://doi.org/10.5281/zenodo.5894783.

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Department of Chemistry, Bharathiar University, Coimbatore-641 046 <em>Manuscript received 29 January 1993, revised 25 May 1993, accepted 12 July 1993</em> Synthesis of 2,3-Dihydrofuro[2,3-b]pyrono[ 5,6-f ]quinoline

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38

Gach-Janczak, Katarzyna, Justyna Piekielna-Ciesielska, Jakub Waśkiewicz, Kamil Krakowiak, Karol Wtorek, and Anna Janecka. "Quinolin-4-ones: Methods of Synthesis and Application in Medicine." Molecules 30, no. 1 (2025): 163. https://doi.org/10.3390/molecules30010163.

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Quinolinones, also called quinolones, are a group of heterocyclic compounds with a broad spectrum of biological activities. These compounds occur naturally in plants and microorganisms but can also be obtained synthetically. The first synthesis of quinolinones took place at the end of the 19th century, and the most recent methods were published just a few years ago. They allow for obtaining an unlimited number of analogs differing in biological properties. In this review, we described the plethora of methods leading to quinolin-4-ones. Several of these compounds have been used as antibiotics f

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Chen, Xinghua, Mei Peng, Hao Huang, et al. "TsOH·H2O-mediated N-amidation of quinoline N-oxides: facile and regioselective synthesis of N-(quinolin-2-yl)amides." Organic & Biomolecular Chemistry 16, no. 34 (2018): 6202–5. http://dx.doi.org/10.1039/c8ob00862k.

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An operationally simple method with 100% atom economy was developed for the synthesis of various N-(quinolin-2-yl)amides via the TsOH·H<sub>2</sub>O-mediated N-amidation of quinoline N-oxides using inexpensive and commercially available nitriles as the amidation reagents.

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40

Li, Yang, Ming-qin Chang, Feng Gao, and Wen-tao Gao. "Facile synthesis of fused quinolines via intramolecular Friedel–Crafts acylation." Journal of Chemical Research 2008, no. 11 (2008): 640–41. http://dx.doi.org/10.3184/030823408x375070.

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The intramolecular cyclisation of 6-[(phenoxy/phenylthio)methyl][1,3]dioxolo[4,5-g]quinoline-7-carboxylic acids to [1]benzoxepino[3,4-b][1,3]dioxolo[4,5-g]quinolin-12(6H)-onesand[1]benzothiepino[3,4-b][1,3]dioxolo[4,5-g]quinolin-12(6H)-ones in the presence of Eaton's reagent (P2O5-MeSO3H) is described. This cyclisation protocol requires milder conditions than those traditionally employed and is characterised by relatively low reaction temperatures and ease of product isolation.

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41

Hu, Zhan, Bin Yang, Shuai Zheng, Ke Zhao, Kaifeng Wang, and Ranfeng Sun. "Design, Synthesis, and Nematocidal Evaluation of Waltherione A Derivatives: Leveraging a Structural Simplification Strategy." International Journal of Molecular Sciences 25, no. 17 (2024): 9209. http://dx.doi.org/10.3390/ijms25179209.

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Southern root-knot nematodes are among the most pernicious phytoparasites; they are responsible for substantial yield losses in agricultural crops worldwide. The limited availability of nematicides for the prevention and control of plant-parasitic nematodes necessitates the urgent development of novel nematicides. Natural products have always been a key source for the discovery of pesticides. Waltherione A, an alkaloid, exhibits potent nematocidal activity. In this study, we designed and synthesized a series of quinoline and quinolone derivatives from Waltherione A, leveraging a strategy of st

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42

Khidre, Rizk E., Tahah A. Ameen, and Mounir A. I. Salem. "Tetrazoloquinolines: Synthesis, Reactions, and Applications." Current Organic Chemistry 24, no. 4 (2020): 439–64. http://dx.doi.org/10.2174/1385272824666200217095341.

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This review summarizes the synthesis, reactions, and biological activities of tetrazolo[1,5-a]quinoline derivatives. These derivatives were synthesized by several methods such as i) from the reaction of 2-chloroquinoline with sodium azide ii) from diazotization 2-hydrazinylquinoline derivatives, and iii) from intramolecular cyclocondensation of 2-azidoarylidenes. Also, the chemical reactions and pharmacological activities of some tetrazoloquinolines such as tetrazolo[1,5-a]quinoline-4-carbaldehyde, 5-chlorotetrazolo[ 1,5-a]quinoline, 4-(chloromethyl)tetrazolo[1,5-a]quinoline, tetrazolo[1,5- a]

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Muhammad, Mehwish Hussain, Xiao-Lan Chen, Bing Yu, Ling-Bo Qu, and Yu-Fen Zhao. "Applications of H-phosphonates for C element bond formation." Pure and Applied Chemistry 91, no. 1 (2019): 33–41. http://dx.doi.org/10.1515/pac-2018-0906.

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Abstract The readily accessible and inexpensive dialkyl H-phosphonates are important building blocks for organic synthesis. This review specifically covers our recent work on the application of H-phosphonates as reactants for C–P bond formation, and as promoters for quinoline N-oxides to synthesize 2-functionalized quinolines.

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44

Shimada, Kazuaki, Hironori Izumi, Koki Otashiro, et al. "A Novel One-step Synthesis of Quinoline-2(1H)-thiones and Selones by Treating 3-Aryl-3-(2-aminophenyl)-1-propyn-3-ols with a Base and Elemental Sulfur or Selenium." Natural Product Communications 10, no. 6 (2015): 1934578X1501000. http://dx.doi.org/10.1177/1934578x1501000628.

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A one-step conversion of 3-aryl-3-(2-aminophenyl)-1-propyn-3-ols into quinoline-2(1 H)-thiones and quinoline-2(1 H)-selones was achieved only by treating the substrates with n-butyllithium and either elemental sulfur or selenium, respectively. The reactions were assumed to proceed through an intramolecular nucleophilic attack of the neighboring amino group to the plausible in situ generated reactive species related to chalcogenoketenes. The subsequent mCPBA oxidation of quinoline-2(1 H)-selones afforded quinolin-2(1 H)-ones in high yields.

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Kwak, Sang Woo, Ju Hyun Hong, Sang Hoon Lee, et al. "Synthesis and Photophysical Properties of a Series of Dimeric Indium Quinolinates." Molecules 26, no. 1 (2020): 34. http://dx.doi.org/10.3390/molecules26010034.

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A novel class of quinolinol-based dimeric indium complexes (1–6) was synthesized and characterized using 1H and 13C(1H) NMR spectroscopy and elemental analysis. Compounds 1–6 exhibited typical low-energy absorption bands assignable to quinolinol-centered π–π* charge transfer (CT) transition. The emission spectra of 1–6 exhibited slight bathochromic shifts with increasing solvent polarity (p-xylene < tetrahydrofuran (THF) < dichloromethane (DCM)). The emission bands also showed a gradual redshift, with an increase in the electron-donating effect of substituents at the C5 position of the q

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46

Chi, Nguyen Thi Thanh, Pham Van Thong, Truong Thi Cam Mai, and Luc Van Meervelt. "Mixed natural arylolefin–quinoline platinum(II) complexes: synthesis, structural characterization and in vitro cytotoxicity studies." Acta Crystallographica Section C Structural Chemistry 74, no. 12 (2018): 1732–43. http://dx.doi.org/10.1107/s2053229618015978.

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Five new platinum(II) complexes bearing a eugenol and a quinoline derivative, namely [η2-4-allyl-2-methoxy-1-(propoxycarbonylmethoxy)benzene]-trans-dichlorido(quinoline-κN)platinum(II), [PtCl2(C15H20O4)(C9H7N)], (2), {η2-4-allyl-2-methoxy-1-[(propan-2-yloxy)carbonylmethoxy]benzene}-trans-dichlorido(quinoline-κN)platinum(II), [PtCl2(C15H19O4)(C9H7N)], (3), [η2-4-allyl-2-methoxy-1-(propoxycarbonylmethoxy)benzene]chlorido(quinolin-8-olato-κ2 N,O)platinum(II), [Pt(C9H6NO)Cl(C15H20O4)], (4), {η2-4-allyl-2-methoxy-1-[(propan-2-yloxy)carbonylmethoxy]benzene}chlorido(quinolin-8-olato-κ2 N,O)platinum(I

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47

Jézéquel, Gwenaëlle, Laura Nogueira de Faria Cardoso, Florent Olivon, et al. "Synthesis and Anti-Leishmanial Properties of Quinolones Derived from Zanthosimuline." Molecules 27, no. 22 (2022): 7892. http://dx.doi.org/10.3390/molecules27227892.

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Quinoline derivatives and especially quinolones are considered as privileged structures in medicinal chemistry and are often associated with various biological properties. We recently isolated a series of original monoterpenyl quinolones from the bark of Codiaeum peltatum. As this extract was found to have a significant inhibitory activity against a Leishmania species, we decided to study the anti-leishmanial potential of this type of compound. Leishmaniasis is a serious health problem affecting more than 12 million people in the world. Available drugs cause harmful side effects and resistance

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48

Rádl, Stanislav. "Synthetic Studies Connected with the Preparation of 4-Cyclopropyl-7-fluoro-6-(4-methylpiperazin-1-yl)-1,2,4,9-tetrahydrothiazolo[5,4-b]quinoline-2,9-dione." Collection of Czechoslovak Chemical Communications 62, no. 5 (1997): 791–99. http://dx.doi.org/10.1135/cccc19970791.

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Target 4-cyclopropyl-7-fluoro-6-(4-methylpiperazin-1-yl)-1,2,4,9-tetrahydrothiazolo[5,4-b]quinoline-2,9-dione (5a) was obtained from 3-amino-1-cyclopropyl-6-fluoro-7-(4-methylpiperazin-1-yl)-2-mercaptoquinolin-4(1H)-one (9b). This intermediate was obtained from 3-amino-1-cyclopropyl- 6,7-difluoro-2-(methylsulfinyl)quinolin-4(1H)-one (9f) via 3-amino-1-cyclopropyl-6-fluoro-7-(4-methylpiperazin-1-yl)-2-(methylsulfinyl)quinolin-4(1H)-one (9c). Compound 9f was prepared from 2,4,5-trifluoroacetophenone (6a) in several steps. 4-Cyclopropyl-6,7-difluoro-2,3,4,9-tetrahydrothiazolo[5,4-b]quinoline-3,4-

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49

Fan, Jing-Yan, Su-Yang Yao, and Bao-Hui Ye. "In Situ Synthesis of Hexadentate Cyclometalated Ir(III) Complexes as Photocatalysts for the Oxidation of Sulfides into Sulfoxides in Water." Inorganics 12, no. 3 (2024): 73. http://dx.doi.org/10.3390/inorganics12030073.

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The aerobic photooxidation of sulfides into sulfoxides in eco-friendly solvents, notably water, at room temperature, represents a significant interest in the domain of synthetic chemistry. This study introduces four highly stable hexadentate Ir(III) complexes: [Ir(fpqen)](PF6) (1), [Ir(btqen)](PF6) (2), [Ir(bmpqen)](PF6) (3), and [Ir(bnqen](PF6) (4) (where bfpqen is N,N′-bis(2-(4-fluorophenyl)quinolin-8-yl)ethane-1,2-diamine, btqen is N,N′-bis(2-(4-tolyl)quinolin-8-yl)ethane-1,2-diamine, bmpqen is N,N′-bis(2-(4-methoxyphenyl)quinolin-8-yl)ethane-1,2-diamine, and bnqen is N,N′-bis(2-naphthylqui

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50

Ramasamy, A. K., V. Balasubramaniam, and K. Mohan. "Synthesis and Characterization of Substituted 4-Methoxy-1H-quinolin-2-ones." E-Journal of Chemistry 7, no. 3 (2010): 1066–70. http://dx.doi.org/10.1155/2010/317391.

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An efficient method for the synthesis of various substituted 4-methoxy-1H-quinolin-2-ones from various substituted aniline with malonic acid, phosphorous oxychloride, sodium methoxide and glacial acetic acid under different conditions is described. The title compounds were synthesized from three steps; the first step involved the synthesis of substituted 2, 4-dichloro quinoline from aniline (substituted), with malonic acid and phosphorous-oxychloride. In the second step, the substituted 2, 4 dichloro compounds was heated with freshly prepared methanolic sodium methoxide solution to give 2, 4-d

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