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Journal articles on the topic 'Quinolium'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

R, GURUMURTHY, and KARUNAKARAN K. "A Comparative Study on the Kinetics of Oxidation of some Organic Sulphides by Quinolium Chlorochromate and Hexacyanoferrate(III)." Journal of Indian Chemical Society Vol. 72, May 1995 (1995): 349–51. https://doi.org/10.5281/zenodo.5904945.

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Department of Chemistry, Annamalai University, Annamalai Nagar-608 002 <em>Manusript received 23 September 1993, revised 6 December 1993, accepted 10 December 1993</em> A Comparative Study on the Kinetics of Oxidation of some Organic Sulphides by Quinolium Chlorochromate and Hexacyanoferrate(III)

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2

Kim, Tae Wan, Sang-Kug Lee, Min-Jong Song, Dong-Myung Shin, Young-Soo Kwon, and Dou-Yol Kang. "Thermal annealing effects of C22-Quinolium(TCNQ) Langmuir-Blodgett films." Synthetic Metals 71, no. 1-3 (1995): 2029–30. http://dx.doi.org/10.1016/0379-6779(94)03150-5.

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3

Son, Jung-Ho, Sem Raj Tamang, Jason C. Yarbrough, and James D. Hoefelmeyer. "Hydrolysis of 8-(pinacolboranyl)quinoline: where is the 8-quinolylboronic acid?" Zeitschrift für Naturforschung B 70, no. 11 (2015): 775–81. http://dx.doi.org/10.1515/znb-2015-0031.

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AbstractThe compound 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-quinoline was prepared and found to hydrolyze rapidly in air; however, the expected product (quinolin-8-yl)boronic acid was not observed. Instead, the (quinolinium-8-yl)trihydroxyborate zwitterion or an anhydride were observed depending on the conditions of hydrolysis. The two products are related to one another in the degree of hydration, and the two forms could be interconverted. Both hydrolysis products were structurally characterized. Additionally, a commercial sample of ‘8-quinolylboronic acid’ was actually found to be t

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4

Kim, Tae-Wan, Seung-Kyu Park, Dou-Yol Kang, Eon-Sik Hong, and Chul Park. "Anisotropic DC Electrical Conductivity and AC Response in C22-Quinolium (TCNQ) LB Films at Room Temperature." Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 227, no. 1 (1993): 243–54. http://dx.doi.org/10.1080/10587259308030977.

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5

Kim, Tae Wan, Dong-Myung Shin, Il-Seok Song, Dou-Yol Kang, and Young-Soo Kwon. "Temperature-Dependent I-V Characteristics and Thermal Annealing Effects of C22-Quinolium(TCNQ) Langmuir-Blodgett Films." Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 247, no. 1 (1994): 233–42. http://dx.doi.org/10.1080/10587259408039209.

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6

Sabo, T., D. Kut, M. Kut, M. Onysko, and V. Lendel. "TELLURO-INDUCED CYCLIZATION OF 2-ALLYLTHIOQUINOLINECARBALDEHYDE." Scientific Bulletin of the Uzhhorod University. Series «Chemistry» 46, no. 2 (2022): 74–79. http://dx.doi.org/10.24144/2414-0260.2021.2.74-79.

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It is known that thiazolopyrimidines with an exocyclic aryl tellurium moiety exhibit antimalarial activity against the deadliest strain of Plasmodium falciparum. For expanding the number of potentially biologically active compounds with an exocyclic aryl tellurium moiety, a study of tellurium-induced heterocyclization of 2-allylthioquinoline-3-carbaldehyde with p-methoxyphenylteltur trichloride was performed. The selection of this synton is motivated by the fact that quinoline derivatives are used as drugs in the treatment of malaria. The starting compound 2-allylthioquinoline-3-carbalde

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7

Kanta De, Surya. "Quinolium Dichromate Adsorbed on Alumina: A Mild, Convenient, and Inexpensive Reagent for Cleavage of C˭N Under Nonaqueous Conditions." Synthetic Communications 35, no. 20 (2005): 2641–44. http://dx.doi.org/10.1080/00397910500213047.

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8

Schmidt, Alexander, Matthias Baune, Alexander Hepp, Jutta Kösters, and Jens Müller. "Gold(III)-mediated cyclization of 2-hydrazinylquinolines." Zeitschrift für Naturforschung B 71, no. 5 (2016): 527–33. http://dx.doi.org/10.1515/znb-2016-0021.

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AbstractThe Au(III)-mediated oxidative cyclization of a series of 2-hydrazinylquinolines is reported. This intramolecular reaction represents a reliable way towards obtaining various 3H-1,2,4-triazolo[4,3-a]quinolin-10-ium cations. The molecular structures of three of the starting compounds (2-(1-methyl-2-(pyridin-2-ylmethylene)hydrazinyl)quinoline, 2-(1-methyl-2-(thiophen-2-ylmethylene)hydrazinyl)quinoline, 2-((2-methyl-2-(quinolin-2-yl)hydrazono)methyl)aniline) as well as of one cyclized system (3-methyl-1-(pyridin-2-yl)-3H-1,2,4-triazolo[4,3-a]quinolin-10-ium dichloridoaurate(I)) were deter

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9

Ghorab, Mostafa M., and Mansour S. Alsaid. "Anti-breast cancer activity of some novel quinoline derivatives." Acta Pharmaceutica 65, no. 3 (2015): 271–83. http://dx.doi.org/10.1515/acph-2015-0030.

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Abstract To discover new bioactive lead compounds for medicinal purposes, 2-cyano-3-(4-substituted)-N-(quinolin-3-yl) acrylamide derivatives 2–24, chromenes 25, 26 and benzochromenes 27, 28 were synthesized. The structures of the newly synthesized compounds were confirmed by elemental analyses, IR, 1H NMR and 13C NMR spectroscopies. In addition, the structure of compound 1 was confirmed through X-ray crystallography. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. The corresponding 2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N

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10

Bremner, JB, та W. Jaturonrusmee. "Manganese(III) Acetate-Induced Formation of a Fused, Chloro-Substituted β-Lactam Derivative From a Chloroacetamide". Australian Journal of Chemistry 43, № 8 (1990): 1461. http://dx.doi.org/10.1071/ch9901461.

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Reaction of 1-chloroacetyl-5-methoxy-2,3-dihydro-1H-dibenzo[de,h]quinoline (1) with manganese(III) acetate in acetic acid at 50° gave the novel fused spiro derivative 11-chloro-4-methoxy-1,2-dihydro-6H-azeto[2,1-f]dibenzo[de,h]quinoline-6,12(11H)-dione (6) in 21% yield, together with 5-methoxy-7H-dibenzo[de,h]quinolin-7-one (3), 5-methoxy-2,3-dihydro-7H-dibenzo[de,h]quinolin-7-one (4), and 1- chloroacetyl-5-methoxy-2,3-dihydro-1H-dibenzo[de,h]-quinolin-7-yl ethanoate (5) in 1, 3 and 44% yields respectively. Compound (5) was shown to be a precursor of (3), (4) and (6).

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11

Utreja, Divya, Shivali Sharma, Akhil Goyal, Komalpreet Kaur, and Sonia Kaushal. "Synthesis and Biological Activity of Quaternary Quinolinium Salts: A Review." Current Organic Chemistry 23, no. 21 (2020): 2271–94. http://dx.doi.org/10.2174/1385272823666191023122704.

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Heterocyclic chemistry is the only branch of chemistry that has applications in varied areas such as dyes, photosensitizers, coordination compounds, polymeric materials, biological, and many other fields. Quinoline and its derivatives have always engrossed both synthetic chemists and biologists because of their diverse chemical and pharmacological properties as these ring systems can be easily found in various natural products, especially in alkaloids. Among alkaloids, quinoline derivatives i.e. quinolinium salts have attracted much attention nowadays owing to their diverse biological profile

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12

Yang, Wan-Wan, Lu-Lu Chen, Pei Chen, Ya-Fang Ye, Yan-Bo Wang, and Xiao Zhang. "Solvent-controlled divergent annulation of ynones and (iso)quinoline N-oxides: of 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones." Chemical Communications 56, no. 8 (2020): 1183–86. http://dx.doi.org/10.1039/c9cc08713c.

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An effective annulation of ynones and (iso)quinoline N-oxides was developed to divergently prepare 3-((iso)quinolin-1-yl)-4H-chromen-4-ones and 13H-isoquinolino[2,1-a]quinolin-13-ones under transition-metal-free conditions.

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13

Buchanan, Jenna K., Rebecca J. Severinsen, Magnus R. Buchner, et al. "Quinolino[7,8-h]quinoline: a ‘just right’ ligand for beryllium(ii) coordination." Dalton Transactions 50, no. 46 (2021): 16950–53. http://dx.doi.org/10.1039/d1dt03367k.

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14

Dawood, Kamal M., Eman A. Ragab, and Sanaa N. Mohamed. "Synthesis of Some New Indolizine and Pyrrolo[1,2-a]quinoline Derivatives via Nitrogen Ylides." Zeitschrift für Naturforschung B 64, no. 4 (2009): 434–38. http://dx.doi.org/10.1515/znb-2009-0413.

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Pyridine and quinoline react with 3-bromoacetyl-1,5-diphenyl-1H-pyrazole-4-carbonitrile (2) in dry benzene to give the corresponding pyridinium and quinolinium salts 3 and 9. The latter salts undergo [3+2] 1,3-dipolar cycloaddition with some acetylene and ethylene derivatives to give the corresponding indolizine and pyrrolo[1,2-a]quinoline derivatives

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15

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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16

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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17

Halder, Shibashis, Pritam Ghosh, Ananta Hazra, Priyabrata Banerjee, and Partha Roy. "A quinoline-based compound for explosive 2,4,6-trinitrophenol sensing: experimental and DFT-D3 studies." New Journal of Chemistry 42, no. 11 (2018): 8408–14. http://dx.doi.org/10.1039/c8nj00817e.

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18

Wang, Wenguo, Xiaofeng Zhang, Deguang Huang, Hongping Zhu, Changneng Chen, and Qiutian Liu. "Quinolinium trichloro(quinoline)zinc(II)." Acta Crystallographica Section E Structure Reports Online 57, no. 12 (2001): m561—m563. http://dx.doi.org/10.1107/s1600536801018414.

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19

Mariappan, Arumugam, Krishna Mohan Das, and Masilamani Jeganmohan. "Remote alkylation of N-(quinolin-8-yl)benzamides with alkyl bromides via ruthenium(ii)-catalyzed C–H bond activation." Organic & Biomolecular Chemistry 16, no. 18 (2018): 3419–27. http://dx.doi.org/10.1039/c8ob00581h.

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20

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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21

Nyamwihura, Rogers J., Huaisheng Zhang, Jasmine T. Collins, Olamide Crown, and Ifedayo Victor Ogungbe. "Nopol-Based Quinoline Derivatives as Antiplasmodial Agents." Molecules 26, no. 4 (2021): 1008. http://dx.doi.org/10.3390/molecules26041008.

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Malaria remains a significant cause of morbidity and mortality in Sub-Saharan Africa and South Asia. While clinical antimalarials are efficacious when administered according to local guidelines, resistance to every class of antimalarials is a persistent problem. There is a constant need for new antimalarial therapeutics that complement parasite control strategies to combat malaria, especially in the tropics. In this work, nopol-based quinoline derivatives were investigated for their inhibitory activity against Plasmodium falciparum, one of the parasites that cause malaria. The nopyl-quinolin-8

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22

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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23

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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24

Manoj Kumar, Selin, Sathishkumar Munusamy, Saravanan Enbanathan, Sivaranjani Ranganadin, and Sathiyanarayanan Kulathu Iyer. "Ratiometric discrimination of Th⁴⁺ ions by a fluorogenic quinoline appended phenanthridine sensor and its applications." RSC Advances 15, no. 6 (2025): 4546–52. https://doi.org/10.1039/d4ra08840a.

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A new phenanthridine appended quinoline-based chemoreceptor 5-(5-(quinolin-8-yl)thiophen-2-yl)-tetrahydrodibenzo[a,i]phenanthridine (PHQBA) was successfully synthesized and characterized by 1H, 13C, and HRMS spectral analyses.

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25

Choi, Anthony, Rebecca M. Morley, and Iain Coldham. "Synthesis of pyrrolo[1,2-a]quinolines by formal 1,3-dipolar cycloaddition reactions of quinolinium salts." Beilstein Journal of Organic Chemistry 15 (July 3, 2019): 1480–84. http://dx.doi.org/10.3762/bjoc.15.149.

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Quinolinium salts, Q+-CH2-CO2Me Br− and Q+-CH2-CONMe2 Br− (where Q = quinoline), were prepared from quinolines. Deprotonation of these salts with triethylamine promoted the reaction of the resulting quinolinium ylides (formally azomethine ylides) with electron-poor alkenes by conjugate addition followed by cyclization or by [3 + 2] dipolar cycloaddition. The pyrroloquinoline products were formed as single regio- and stereoisomers. These could be converted to other derivatives by Suzuki–Miyaura coupling, reduction or oxidation reactions.

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26

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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27

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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28

Rudakov, Boris V., Adam I. Stash, Gennady I. Makarov, Yury V. Matveychuk, Dmitry A. Zherebtsov, and Ekaterina V. Bartashevich. "Why are reactions of 2- and 8-thioquinoline derivatives with iodine different?" Acta Crystallographica Section C Structural Chemistry 74, no. 8 (2018): 974–80. http://dx.doi.org/10.1107/s2053229618009385.

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The crystal structures of 1,2-dihydro-1,1′-bi[thiazolo[3,2-a]quinoline]-10a,10a′-diium diiodide hemihydrate, C22H16N2S2 2+·2I−·0.5H2O, and 1,2-dihydro-1,1′-bi[thiazolo[3,2-a]quinoline]-10a,10a′-diium iodide triiodide, C22H16N2S2 2+·I−·I3 −, obtained during the reaction of 1,4-bis(quinolin-2-ylsulfanyl)but-2-yne (2TQB) with iodine, have been determined at 120 K. The crystalline products contain the dication as a result of the reaction proceeding along the iodocyclization pathway. This is fundamentally different from the previously observed reaction of 1,4-bis(quinolin-8-ylsulfanyl)but-2-yne (8T

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29

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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Pan, Tian-Tian, та Duan-Jun Xu. "Quinolinium trichloro(quinoline-κN)cobaltate(II)". Acta Crystallographica Section E Structure Reports Online 60, № 1 (2003): m56—m58. http://dx.doi.org/10.1107/s1600536803028149.

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31

Zavhorodnii, M., N. Derevianko, T. Shkopynska, M. Kornet, and O. Brazhko. "Influence of derivatives of 2-((6-r-quinolin-4-yl)thio)acetic acid on rhizogenesis of Paulownia clones." Regulatory Mechanisms in Biosystems 13, no. 3 (2022): 213–18. http://dx.doi.org/10.15421/022227.

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In recent years, the demand for effective and low-toxic stimulators of rhizogenesis, which are used in microclonal propagation of plants, has been increasing in Ukraine. One of the promising directions in the search for effective compounds is molecular modeling based on known natural and synthetic compounds. The development of new highly effective and low-toxic biologically active compounds is largely based on derivatives of nitrogen-containing heterocycles, and quinoline occupies a significant place among them. Modern methods of chemometric analysis make it possible to find certain regulariti

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32

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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33

Xie, Jian-Wu, Jia-Wen Zhang, Li-Si-Han Yu, Jian-Lian Dong, and Qi-Chao Sun. "Enantioselective Construction and Transformations of Polyfunctionalized 3,4-Dihydro-2H-thiopyrano[2,3-b]quinolines." Synlett 29, no. 05 (2017): 603–8. http://dx.doi.org/10.1055/s-0036-1591838.

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We developed an enantioselective organocascade Michael/Henry reaction in the presence of a bifunctional organocatalyst to construct chiral polyfunctionalized 3,4-dihydro-2H-thiopyrano[2,3-b]quinolines. The resulting optically active products with three contiguous stereocenters, one quaternary and two tertiary, were obtained in moderate to good yields and with good to excellent enantioselectivities. Remarkably, the resulting products were readily converted into polyfunctionalized optically active furo[2′,3′:4,5]thiopyrano[2,3-b]quinoline, 3,4-dihydro-2H-thiopyrano[2,3-b]quinoline 1-oxide and 2,

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34

Zozulynets, D. М., A. G. Kaplaushenko, and A. S. Korzhova. "The synthesis of 4-amino-5-(quinolin-2-yl)-4H-1,2,4-triazole-3-thiol and its interaction with aldehydes." Journal of Organic and Pharmaceutical Chemistry 19, no. 1(73) (2021): 48–52. http://dx.doi.org/10.24959/ophcj.21.188137.

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Aim. To synthesize 4-amino-5-(quinolin-2-yl)-4H-1,2,4-triazole-3-thiol and study its reactivity in the reactionwith aldehydes.Results and discussion. 4-Amino-5-(quinolin-2-yl)-4H-1,2,4-triazole-3-thiol was synthesized, and a number of 4-(ethyl, aryl)idenamino derivatives were obtained on its basis.Experimental part. Using a series of four successive reactions based on quinoline-2-carboxylic acid, 4-amino-5-(quinolin-2-yl)-4H-1,2,4-triazole-3-thiol was synthesized; its interaction with aldehydes allowed to obtain a number of 4-(ethyl, aryl)idenamino derivatives. The structure of all compounds s

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35

Anjanikar, Shivraj S., and Santosh S. Chandole. "“Anti-microbial Study and Synthesis of Schiff bases of 3-actyl 4-hydroxy Quinolin-2-one”." Oriental Journal Of Chemistry 39, no. 1 (2023): 197–201. http://dx.doi.org/10.13005/ojc/390124.

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Quinoline based new Schiff bases were synthesized from 3-Actyl 4-Hydroxy Quinolin-2-(1H)-one and screened their antibacterial and antifungal activity. The Schiff bases 4-hydroxy-3-(1-((4-picolin-2-yl)imino)ethyl)quinolin-2-(1H)-one(L1),4-hydroxy-3-(1-((5-picolin-2-yl)imino)ethyl)quinolin-2(1H)-one(L2),4-hydroxy-3-(1-((6-picolin-2-yl)-imino)ethyl)quinolin-2(1H)-one(L3) and 4-hydroxy-3-(1-((3-nitro-4-picolin-2-yl)imino)ethyl)quinolin-2-(1H)-one (L4) were preparedfrom 3-Acetyl 4-Hydroxy Quinolin-2-One with 2-amino picolines. The structures of Schiff bases were confirmed by Infrared, mass, proton-

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36

Ashokan, D., and K. Rajathi. "Synthesis, Structural Identification and Biological Potencies of Quinolinium Sulfonamide Ionic Liquids." International Journal of Pharmaceutical Sciences and Drug Research 15, no. 03 (2023): 342–49. http://dx.doi.org/10.25004/ijpsdr.2023.150315.

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Members of the quinoline family include several alkaloids. Alkaloids are found in foods and beverages that humans consume daily and in various stimulants. Among many other activities, they act against inflammation, cancer, bacteria, fungi and pain. Modifications of the alkyl chain after N-alkylation can alter the physicochemical properties and affect its multifunctional properties. This article describes the preparation and structural identification of five quinolinium sulfonamide ionic liquids that differ in N-alkylation functional group and chain length. Functional group and alkyl chain leng

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37

Kozyr, A., and Y. Romanenko. "Cytotoxic activity of 7-R-4-substituted quinoline." Reports of Vinnytsia National Medical University 26, no. 3 (2022): 359–64. http://dx.doi.org/10.31393/reports-vnmedical-2022-26(3)-02.

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Annotation. Quinoline derivatives are important compounds for chemical synthesis and the development of new drugs and pesticides. The practical application of a number of substances with a quinoline heterocycle in medical practice and agriculture is well known. Quinoline compounds exhibit a wide range of biological effects, including cytotoxic activity. Phytotoxic (cytotoxic) activity of 15 4-substituted quinoline derivatives were studied and compared with reference drugs. 7-R-4-substituted quinoline derivatives were tested by root test on Cucumis sativus L. seedlings at different concentratio

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38

Levendis, Demetrius C., Jeffrey Moffit, Benjamin Staskun, and Theodorus van Es. "Thionyl Chloride-induced Conversion of 1-Ethyl-1,4-dihydro-2-methyl-4-oxoquinoline-3-carboxylic Acids to Highly Functionalised Thieno[3,4-b]quinoline Derivatives." Journal of Chemical Research 23, no. 10 (1999): 614–15. http://dx.doi.org/10.1177/174751989902301014.

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Warming a title acid with SOCl2 gives the corresponding 3,3,9-trichlorothieno[3,4- b]quinolin-1 (3 H)-one whereas reaction at room temperature leads to the intermediate 3,3-dichloro-4-ethylthieno[3,4- b]quinoline-1(3 H),9(4 H)-dione product as established from the respective X-ray crystallographic determinations.

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39

Faizi, Md Serajul Haque, та Sahid Hussain. "Dichlorido(N,N-diethyl-4-{[(quinolin-2-yl)methylidene]amino-κ2N,N′}aniline)mercury(II)". Acta Crystallographica Section E Structure Reports Online 70, № 6 (2014): m197. http://dx.doi.org/10.1107/s160053681400957x.

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In the mononuclear title complex, [HgCl2(C20H21N3)], synthesized from the quinoline-derived Schiff baseN1,N1-diethyl-N4-(quinolin-2-ylmethylidene)benzene-1,4-diamine (QMBD), the coordination geometry around the Hg2+atom is distorted tetrahedral, comprising two Cl atoms [Hg—Cl = 2.3654 (19) and 2.4394 (18) Å] and two N-atom donors from the QMBD ligand,viz.one imine and quinoline [Hg—N = 2.334 (5) and 2.340 (5) Å, respectively]. In the crystal, weak C—H...Cl hydrogen bonds and weak π–π aromatic ring stacking interactions [minimum ring-centroid separation = 3.680 (4) Å] give an overall three-dime

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40

Wang, Ping, Liang Li, Yi Chi Zhang, Yi Qun Wu, Zhi Min Chen, and Chun Ying He. "Preparation and Photophysical Properties of Two-Photon Absorption Materials Containing Quinoline Ring as Electron Acceptors." Advanced Materials Research 557-559 (July 2012): 755–60. http://dx.doi.org/10.4028/www.scientific.net/amr.557-559.755.

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Two-photon absorption materials containing quinoline ring as electron acceptors: 9-ethyl-3-(2-quinolin)viny-carbazole (4) and 9-ethyl-3,6-bis(2-(quinolin)vinyl)–carbazole (5) have been prepared by the Vilsmeier reaction of formylation and Knoevenagel condensation. Their one-photon properties including linear absorption, fluorescence spectra, fluorescence quantum yields and fluorescence decay behaviors and the two-photon ﬂuorescence excited by 120 fs pulse at 800nm Ti: sapphire laser operating at 1 kHz repetition rate were investigated, and two photon absorption cross-section was measured. It w

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41

Munir, Rubina, Noman Javid, Muhammad Zia-ur-Rehman, et al. "Synthesis of Novel N-Acylhydrazones and Their C-N/N-N Bond Conformational Characterization by NMR Spectroscopy." Molecules 26, no. 16 (2021): 4908. http://dx.doi.org/10.3390/molecules26164908.

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In this article, a synthesis of N’-(benzylidene)-2-(6-methyl-1H-pyrazolo[3,4-b]quinolin-1-yl)acetohydrazides and their structural interpretation by NMR experiments is described in an attempt to explain the duplication of some peaks in their 1H- and 13C-NMR spectra. Twenty new 6-methyl-1H-pyrazolo[3,4-b]quinoline substituted N-acylhydrazones 6(a–t) were synthesized from 2-chloro-6-methylquinoline-3-carbaldehyde (1) in four steps. 2-Chloro-6-methylquinoline-3-carbaldehyde (1) afforded 6-methyl-1H-pyrazolo[3,4-b]quinoline (2), which upon N-alkylation yielded 2-(6-methyl-1H-pyrazolo[3,4-b]quinolin

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42

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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43

Shiri, Morteza, Zahra Gholami-Koupaei, Farzaneh Bandehali-Naeini та ін. "Highly Selective Synthesis of α-Hydroxy, α-Oxy, and α-Oxo Amides by a Post-Passerini Condensation Transformation". Synthesis 52, № 21 (2020): 3243–52. http://dx.doi.org/10.1055/s-0040-1707132.

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A post-Passerini condensation transformation can be employed in the synthesis of three types of amides: α-hydroxy, α-oxy, and α-oxo amides. K2CO3 efficiently promotes the solvolysis of α-acetoxy amides to form α-hydroxy amides in methanol. 2-Acetoxy-2-(2-alkynylquinolin-3-yl)acetamides in basic methanol are cyclized to 1,3-dihydrofuro[3,4-b]quinoline-1-carboxamides via deacetylation and 5-exo-dig cyclization. Treatment of 2-hydroxy-2-[2-(phenylethynyl)quinolin-3-yl]acetamides with I2 in basic media produces pyrrolo[2,3-b]quinoline-2,3-diones. This cyclization involves intramolecular cyclizati

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44

Al-Matarneh, Maria Cristina, Roxana-Maria Amărandi, Ionel I. Mangalagiu, and Ramona Danac. "Synthesis and Biological Screening of New Cyano-Substituted Pyrrole Fused (Iso)Quinoline Derivatives." Molecules 26, no. 7 (2021): 2066. http://dx.doi.org/10.3390/molecules26072066.

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Several new cyano-substituted derivatives with pyrrolo[1,2-a]quinoline and pyrrolo[2,1-a]isoquinoline scaffolds were synthesized by the [3 + 2] cycloaddition of (iso)quinolinium ylides to fumaronitrile. The cycloimmonium ylides reacted in situ as 1,3-dipoles with fumaronitrile to selectively form distinct final compounds, depending on the structure of the (iso)quinolinium salt. Eleven compounds were evaluated for their anticancer activity against a panel of 60 human cancer cell lines. The most potent compound 9a showed a broad spectrum of antiproliferative activity against cancer cell lines re

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45

Li, Yanfeng, Hongbo Zhou, and Xiaoping Shen. "N-(Quinolin-8-yl)quinoline-2-carboxamide." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1688. http://dx.doi.org/10.1107/s1600536812020144.

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In the title compound, C19H13N3O, the dihedral angle between the two quinoline systems is 11.54 (3)°. The molecular conformation is stabilized by intramolecular N—H...N and C—H...O hydrogen bonds, with N—H...N being bifurcated towards the two N atoms of the two quinoline rings. In the crystal, there are weak intermolecular π–π interactions present involving the quinoline rings [centroid–centroid distance 3.7351 (14) Å].

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46

Yang, Yi-Qiu, Long-Zhi Ke, Gui-Fei Wang, et al. "Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl Substituted Ethane-1,2-diamines." SynOpen 01, no. 01 (2017): 0147–55. http://dx.doi.org/10.1055/s-0036-1590963.

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Two N-(2-(bis(pyridin-2-ylmethyl)amino)ethyl)quinoline-2-carboxamides and two N-(2-(bis(quinolin-2-ylmethyl)amino)ethyl)quinoline-2-carboxamides have been synthesized. These structures contain five nitrogen atoms that can form coordinate bonds with metal ions such as Mn(II) and Fe(II). An additional coordinating bond can be formed between the metal ion and a neutral molecule of nitric oxide (NO). The resultant complexes are potentially useful agents for targeted delivery of NO to in vivo biological sites such as tumors, where the NO is released upon irradiation with long-wavelength light. Init

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47

Zhang, Zhaojin, Yinan Li, Jing Gao, Alula Yohannes, Hang Song, and Shun Yao. "Removal of Pyridine, Quinoline, and Aniline from Oil by Extraction with Aqueous Solution of (Hydroxy)quinolinium and Benzothiazolium Ionic Liquids in Various Ways." Separations 8, no. 11 (2021): 216. http://dx.doi.org/10.3390/separations8110216.

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Based on above background, quinolinium, 8-hydroxy-quinolinium, and benzothiazolium ionic liquids, containing the acidic anions of methanesulfonate ([CH3SO3]−), phosphate ([H2PO4]−), p-toluenesulfonate ([p-TSA]−), and bisulfate ([HSO4]−) were synthesized. After comparison, the aqueous solution of benzothiazole bisulfate [HBth][HSO4] was selected as the most ideal extractant for removing pyridine and aniline. Meanwhile, benzothiazole bisulfate [HBth][HSO4] solution was found as the best one for removing quinoline from simulated oil. Then, the single stage extraction and two-step extraction were

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48

Setifi, Fatima, Dohyun Moon, Robeyns Koen, Zouaoui Setifi, Morad Lamsayah та Rachid Touzani. "Crystal structure of bis(azido-κN)bis(quinolin-8-amine-κ2N,N′)iron(II)". Acta Crystallographica Section E Crystallographic Communications 72, № 10 (2016): 1488–91. http://dx.doi.org/10.1107/s2056989016014808.

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The search for new molecular materials with interesting magnetic properties using the pseudohalide azide ion and quinolin-8-amine (aqin, C9H8N2) as a chelating ligand, led to the synthesis and structure determination of the title complex, [Fe(N3)2(C9H8N2)2]. The complex shows an octahedral geometry, with the FeIIatom surrounded by six N atoms; the two N3−anions coordinate in acisconfiguration, while the remaining N atoms originate from the two quinolin-8-amine ligands with the quinoline N atoms lying on opposite sides of the Fe atom. The crystal packing is dominated by layers of hydrophilic an

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49

Xu, Hongke, Yuchen Yang, Fei Li, and Yuzhu Yang. "Pd-Catalyzed Aromatic Dual C-H Acylations and Intramolecular Cyclization: Access to Quinoline-Substituted Hydroxyl Isoindolones." Molecules 29, no. 22 (2024): 5397. http://dx.doi.org/10.3390/molecules29225397.

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A palladium-catalyzed aromatic dual C-H acylations followed with intramolecular cyclizations have been developed by the assistance of bidentate N-(quinolin-8-yl)benzamide. This tandem process involves the formation of three new chemical bonds, providing access to novel quinoline-substituted hydroxyl isoindolones skeleton under simple reaction conditions. The deuterium-labeled competition reaction has revealed that C-H bond cleavage is the turnover limiting step.

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50

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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