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Abstract

Quinoline is a biologically important class of N-based heterocyclic compound. It has attracted the attention of the researchers since the 19th century. The researchers have identified more than 600 quinoline compounds to date. Further, these exhibit several biological activities such as antibacterial, antifungal, antimalarial, antiviral, anti-inflammatory, antiparasitic, insecticidal, and other activities. Microwave-assisted synthesis is a promising green technique for synthesizing organic and heterocyclic compounds. The present review provides an overview of the literature available on microwave-promoted synthetic methodologies for the synthesis of quinoline derivatives that have appeared in the last ten years. Since the major goal of this work is to highlight the sustainable nature of microwave-promoted methods, the green features of each research report are presented. It covers recent synthetic strategies both under homogeneous and heterogeneous catalytic approaches. Significant decreases in reaction times, enhancement in overall yields, and greater atom economy can be observed in the documented research. We believe that this work will definitely help in the search for novel and environmentally benign routes for the synthesis of quinoline-related potential lead molecules.

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2025-01-01
2025-03-02
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References

  1. Achan J. Talisuna A.O. Erhart A. Yeka A. Tibenderana J.K. Baliraine F.N. Rosenthal P.J. D’Alessandro U. Quinine, an old anti-malarial drug in a modern world: Role in the treatment of malaria. Malar. J. 2011 10 1 144 155 10.1186/1475‑2875‑10‑144 21609473
    [Google Scholar]
  2. Kalita J. Chetia D. Rudrapal M. Molecular docking, druglikeness studies and ADMET prediction of quinoline imines for antimalarial activity. J. Med. Chem. Drug Des. 2019 2 1 7
    [Google Scholar]
  3. Ritzmann N.H. Mährlein A. Ernst S. Hennecke U. Drees S.L. Fetzner S. Bromination of alkyl quinolones by Microbulbifer sp. HZ11, a marine Gammaproteobacterium, modulates their antibacterial activity. Environ. Microbiol. 2019 21 7 2595 2609 10.1111/1462‑2920.14654 31087606
    [Google Scholar]
  4. Bai X. Chen Y. Liu Z. Zhang L. Zhang T. Feng B. Synthesis, antimicrobial activities, and molecular docking studies of dihydro triazine derivatives bearing a quinoline moiety. Chem. Biodivers. 2019 16 6 e1900056 10.1002/cbdv.201900056 30957398
    [Google Scholar]
  5. Kumar S. Bawa S. Drabu S. Panda B.P. Design and synthesis of 2-chloroquinoline derivatives as non-azoles antimycotic agents. Med. Chem. Res. 2011 20 8 1340 1348 10.1007/s00044‑010‑9463‑6
    [Google Scholar]
  6. Sureshkumar K. Maheshwaran V. Dharma Rao T. Themmila K. Ponnuswamy M.N. Kadhirvel S. Dhandayutham S. Synthesis, characterization, crystal structure, in-vitro anti-inflammatory and molecular docking studies of 5-mercapto-1-substituted tetrazole incorporated quinoline derivative. J. Mol. Struct. 2017 1146 314 323 10.1016/j.molstruc.2017.05.085
    [Google Scholar]
  7. Abadi A.H. Hegazy G.H. El-Zaher A.A. Synthesis of novel 4-substituted-7-trifluoromethylquinoline derivatives with nitric oxide releasing properties and their evaluation as analgesic and anti-inflammatory agents. Bioorg. Med. Chem. 2005 13 20 5759 5765 10.1016/j.bmc.2005.05.053 16002298
    [Google Scholar]
  8. Franck X. Fournet A. Prina E. Mahieux R. Hocquemiller R. Figadère B. Biological evaluation of substituted quinolines. Bioorg. Med. Chem. Lett. 2004 14 14 3635 3638 10.1016/j.bmcl.2004.05.026 15203133
    [Google Scholar]
  9. Rossiter S. Péron J.M. Whitfield P.J. Jones K. Synthesis and anthelmintic properties of arylquinolines with activity against drug-resistant nematodes. Bioorg. Med. Chem. Lett. 2005 15 21 4806 4808 10.1016/j.bmcl.2005.07.044 16165359
    [Google Scholar]
  10. Cai Z. Zhou W. Sun L. Synthesis and HMG CoA reductase inhibition of 4-thiophenyl quinolines as potential hypocholesterolemic agents. Bioorg. Med. Chem. 2007 15 24 7809 7829 10.1016/j.bmc.2007.08.044 17851082
    [Google Scholar]
  11. Abdelbaset MS Abdel-Aziz M Abuo-Rahma GEDA Abdelrahman MH Ramadan M Youssif BGM Novel quinoline derivatives carrying nitrones/oximes nitric oxide donors: design, synthesis, antiproliferative and caspase-3 activation activities. Arch Pharm Chem Life Sci 2018 352 1 e1800270 10.1002/ardp.201800270 30500087
    [Google Scholar]
  12. Overacker R.D. Banerjee S. Neuhaus G.F. Milicevic Sephton S. Herrmann A. Strother J.A. Brack-Werner R. Blakemore P.R. Loesgen S. Biological evaluation of molecules of the azaBINOL class as antiviral agents: Inhibition of HIV-1 RNase H activity by 7-isopropoxy-8-(naphth-1-yl)quinoline. Bioorg. Med. Chem. 2019 27 16 3595 3604 10.1016/j.bmc.2019.06.044 31285097
    [Google Scholar]
  13. Gopi P. Lokesh R. Sarveswari S. Synthesis of quinoline motif and their virtual HIV protease inhibition analysis, anti-proliferative probing on HCT116 Cell Line. ChemistrySelect 2019 4 25 7627 7633 10.1002/slct.201901231
    [Google Scholar]
  14. Gupta D. Jamwal D. Rana D. Katoch A. 26-Microwave synthesized nanocomposites for enhancing oral bioavailability of drugs. Applications of Nanocomposite Materials in Drug Delivery Inamuddin A.M. Asiri A. Mohammad A. Woodhead Publishing 2018 619 632 10.1016/B978‑0‑12‑813741‑3.00027‑3
    [Google Scholar]
  15. Abdelsalam E.A. Zaghary W.A. Amin K.M. Abou Taleb N.A. Mekawey A.A.I. Eldehna W.M. Abdel-Aziz H.A. Hammad S.F. Synthesis and in vitro anticancer evaluation of some fused indazoles, quinazolines and quinolines as potential EGFR inhibitors. Bioorg. Chem. 2019 89 102985 102985 10.1016/j.bioorg.2019.102985 31121559
    [Google Scholar]
  16. Mandewale M.C. Patil U.C. Shedge S.V. Dappadwad U.R. Yamgar R.S. A review on quinoline hydrazone derivatives as a new class of potent antitubercular and anticancer agents. Beni. Suef Univ. J. Basic Appl. Sci. 2017 6 4 354 361 10.1016/j.bjbas.2017.07.005
    [Google Scholar]
  17. Sherman A.R. "Quinoline". e-EROS Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis. ResearchGate 2011 1 4 10.1002/047084289X.rn01370
    [Google Scholar]
  18. Altinolcek N. Battal A. Tavasli M. Cameron J. Peveler W.J. Yu H.A. Skabara P.J. Yellowish-orange and red emitting quinoline-based iridium(III) complexes: Synthesis, thermal, optical and electrochemical properties and OLED application. Synth. Met. 2020 268 116504 116604 10.1016/j.synthmet.2020.116504
    [Google Scholar]
  19. Shao X. Liu W. Guo R. Chen J. Zhou N. A novel quinoline derivative containing a phenanthroimidazole moiety: Synthesis, physical properties and light-emitting diodes application. Dyes Pigments 2021 188 109198 109204 10.1016/j.dyepig.2021.109198
    [Google Scholar]
  20. Spencer J. Privileged scaffolds in medicinal chemistry: Design, synthesis, evaluation. Bräse S. The Royal Society of Chemistry 2016 11 1107 10.1039/9781782622246
    [Google Scholar]
  21. Li J.J. Name reactions: A collection of detailed mechanisms and synthetic applications. Science 5th ed. Cham, Switzerland Springer International Publishing 2014 681 10.1007/978‑3‑319‑03979‑4
    [Google Scholar]
  22. Povarov L.S. Grigos V.I. Mikhailov B.M. Reaction of benzylideneaniline with some unsaturated compounds. Bull. Acad. Sci. USSR, Div. Chem. Sci. 1963 12 11 1878 1880 10.1007/BF00843814
    [Google Scholar]
  23. Patel A. Patel S. Mehta M. Patel Y. Patel R. Shah D. Patel D. Shah U. Patel M. Patel S. Solanki N. Bambharoliya T. Patel S. Nagani A. Patel H. Vaghasiya J. Shah H. Prajapati B. Rathod M. Bhimani B. Patel R. Bhavsar V. Rakholiya B. Patel M. Patel P. A review on synthetic investigation for quinoline- recent green approaches. Green Chem. Lett. Rev. 2022 15 2 337 372 10.1080/17518253.2022.2064194
    [Google Scholar]
  24. Matada B.S. Pattanashettar R. Yernale N.G. A comprehensive review on the biological interest of quinoline and its derivatives. Bioorg. Med. Chem. 2021 32 115973 115998 10.1016/j.bmc.2020.115973 33444846
    [Google Scholar]
  25. Weyesa A. Mulugeta E. Recent advances in the synthesis of biologically and pharmaceutically active quinoline and its analogues: A review. RSC Advances 2020 10 35 20784 20793 10.1039/D0RA03763J 35517753
    [Google Scholar]
  26. Ramann G. Cowen B. Recent advances in metal-free quinoline synthesis. Molecules 2016 21 8 986 1008 10.3390/molecules21080986 27483222
    [Google Scholar]
  27. Prajapati S.M. Patel K.D. Vekariya R.H. Panchal S.N. Patel H.D. Recent advances in the synthesis of quinolines: A review. RSC Advances 2014 4 47 24463 24476 10.1039/C4RA01814A
    [Google Scholar]
  28. Xuan D.D. Recent progress in the synthesis of quinolines. Curr. Org. Synth. 2019 16 5 671 708 10.2174/1570179416666190719112423 31984888
    [Google Scholar]
  29. Sharma R. Kour P. Kumar A. A review on transition-metal mediated synthesis of quinolines. J. Chem. Sci. 2018 130 6 73 98 10.1007/s12039‑018‑1466‑8
    [Google Scholar]
  30. Bharate J.B. Vishwakarma R.A. Bharate S.B. Metal-free domino one-pot protocols for quinoline synthesis. RSC Advances 2015 5 52 42020 42053 10.1039/C5RA07798B
    [Google Scholar]
  31. Karnakar K. Narayana Murthy S. Ramesh K. Satish G. Nanubolu J.B. Nageswar Y.V.D. Polyethylene glycol (PEG-400): an efficient and recyclable reaction medium for the synthesis of pyrazolo[3,4-b]quinoline derivatives. Tetrahedron Lett. 2012 53 23 2897 2903 10.1016/j.tetlet.2012.03.135
    [Google Scholar]
  32. Kumar S. Bawa S. Gupta H. Biological activities of quinoline derivatives. Mini Rev. Med. Chem. 2009 9 14 1648 1654 10.2174/138955709791012247 20088783
    [Google Scholar]
  33. Caddick S. Microwave assisted organic reactions. Tetrahedron 1995 51 38 10403 10432 10.1016/0040‑4020(95)00662‑R
    [Google Scholar]
  34. Bonde M.N. Sohani A.C. Daud A.S. Sapkal N.P. Microwave: An emerging trend in pharmaceutical processes and formulations. Int J Pharm Technol 2011 3 3499 3520
    [Google Scholar]
  35. Xia L. Idhayadhulla A. Lee Y.R. Kim S.H. Wee Y.J. Microwave-assisted synthesis of diverse pyrrolo[3,4-c]quinoline-1,3-diones and their antibacterial activities. ACS Comb. Sci. 2014 16 7 333 341 10.1021/co500002s 24749663
    [Google Scholar]
  36. Saari R. Törmä J.C. Nevalainen T. Microwave-assisted synthesis of quinoline, isoquinoline, quinoxaline and quinazoline derivatives as CB2 receptor agonists. Bioorg. Med. Chem. 2011 19 2 939 950 10.1016/j.bmc.2010.11.059 21215643
    [Google Scholar]
  37. Liberto N.A. Simões J.B. de Paiva Silva S. da Silva C.J. Modolo L.V. de Fátima Â. Silva L.M. Derita M. Zacchino S. Zuñiga O.M.P. Romanelli G.P. Fernandes S.A. Quinolines: Microwave-assisted synthesis and their antifungal, anticancer and radical scavenger properties. Bioorg. Med. Chem. 2017 25 3 1153 1162 10.1016/j.bmc.2016.12.023 28041802
    [Google Scholar]
  38. Insuasty D. Abonia R. Insuasty B. Quiroga J. Laali K.K. Nogueras M. Cobo J. Microwave-assisted synthesis of diversely substituted quinoline-based dihydropyridopyrimidine and dihydropyrazolopyridine hybrids. ACS Comb. Sci. 2017 19 8 555 563 10.1021/acscombsci.7b00091 28723092
    [Google Scholar]
  39. Nesaragi A.R. Kamble R.R. Bayannavar P.K. Shaikh S.K.J. Hoolageri S.R. Kodasi B. Joshi S.D. Kumbar V.M. Microwave assisted regioselective synthesis of quinoline appended triazoles as potent anti-tubercular and antifungal agents via copper (I) catalyzed cycloaddition. Bioorg. Med. Chem. Lett. 2021 41 127984 127993 10.1016/j.bmcl.2021.127984 33766768
    [Google Scholar]
  40. Munir R. Zia-ur-Rehman, M, Murtaza, S, Zaib, S, Javid, N, Awan, SJ, Iftikhar, K, Athar, MM, Khan, I. Microwave-assisted synthesis of (Piperidin-1-yl) quinolin-3-yl) methylene) hydrazine carbothioamides as potent inhibitors of cholinesterases: A biochemical and in silico approach. Molecules 2021 26 656 686 10.3390/molecules26030656 33513837
    [Google Scholar]
  41. Kulkarni A. Török B. Microwave-assisted multicomponent domino cyclization–aromatization: An efficient approach for the synthesis of substituted quinolines. Green Chem. 2010 12 5 875 878 10.1039/c001076f
    [Google Scholar]
  42. Rajput D. Tsering D. Karuppasamy M. Kapoor K.K. Nagarajan S. Maheswari C.U. Bhuvanesh N. Sridharan V. Diversity-oriented synthesis of benzo[ f][1,4]oxazepine-, 2 H -chromene-, and 1,2-dihydroquinoline-fused polycyclic nitrogen heterocycles under microwave-assisted conditions. J. Org. Chem. 2023 88 13 8643 8657 10.1021/acs.joc.3c00552 37318181
    [Google Scholar]
  43. Chandra D. Dhiman A.K. Kumar R. Sharma U. Microwave‐assisted metal‐free rapid synthesis of C4‐arylated quinolines via povarov type multicomponent reaction. Eur. J. Org. Chem. 2019 2019 16 2753 2758 10.1002/ejoc.201900325
    [Google Scholar]
  44. Shi F. Zhang S. Wu S.S. Gao Y. Tu S.J. A diversity-oriented synthesis of pyrazolo[4,3-f]quinoline derivatives with potential bioactivities via microwave-assisted multi-component reactions. Mol. Divers. 2011 15 2 497 505 10.1007/s11030‑010‑9272‑3 20814822
    [Google Scholar]
  45. Bailey H.V. Mahon M.F. Vicker N. Potter B.V.L. Rapid and efficient microwave‐assisted friedländer quinoline synthesis. Chem. Open 2020 9 11 1113 1122 10.1002/open.202000247 33194530
    [Google Scholar]
  46. Penjarla T.R. Kundarapu M. Baquer S.M. Bhattacharya A. Synthesis of 4‐Substituted Pyrrolo[2, 3‐c]quinolines via Microwave‐Assisted C‐N Bond Formation. ChemistrySelect 2018 3 19 5386 5389 10.1002/slct.201800614
    [Google Scholar]
  47. Kulkarni A.R. Thakur G.A. Microwave-assisted expeditious and efficient synthesis of cyclopentene ring-fused tetrahydroquinoline derivatives using three-component Povarov reaction. Tetrahedron Lett. 2013 54 48 6592 6595 10.1016/j.tetlet.2013.09.107 24421568
    [Google Scholar]
  48. Yuvaraj P. Manivannan K. Reddy B.S.R. Microwave-assisted efficient and highly chemoselective synthesis of oxazolo[5,4-B]quinoline-fused spirooxindoles via catalyst- and solvent-free three-component tandem Knoevenagel/Michael addition reaction. Tetrahedron Lett. 2015 56 1 78 81 10.1016/j.tetlet.2014.11.001
    [Google Scholar]
  49. Robert Khumalo M. Maddila S.N. Maddila S. Jonnalagadda S.B. A multicomponent, facile and catalyst-free microwave-assisted protocol for the synthesis of pyrazolo-[3,4-b]-quinolines under green conditions. RSC Advances 2019 9 53 30768 30772 10.1039/C9RA04604F 35529349
    [Google Scholar]
  50. Kumar A. Rao V. Microwave-assisted and Yb(OTf)3-promoted one-pot multicomponent synthesis of substituted quinolines in ionic liquid. Synlett 2011 2011 15 2157 2162 10.1055/s‑0030‑1261200
    [Google Scholar]
  51. Quiroga J. Trilleras J. Insuasty B. Abonía R. Nogueras M. Marchal A. Cobo J. A straightforward synthesis of pyrimido[4,5-b]quinoline derivatives assisted by microwave irradiation. Tetrahedron Lett. 2010 51 7 1107 1109 10.1016/j.tetlet.2009.12.114
    [Google Scholar]
  52. Ajani O.O. Iyaye K.T. Audu O.Y. Olorunshola S.J. Kuye A.O. Olanrewaju I.O. Microwave assisted synthesis and antimicrobial potential of quinoline‐based 4‐hydrazide‐hydrazone derivatives. J. Heterocycl. Chem. 2018 55 1 302 312 10.1002/jhet.3050
    [Google Scholar]
  53. Romek A. Opatz T. Microwave‐assisted synthesis of polysubstituted 4‐quinolones from deprotonated α‐aminonitriles. Eur. J. Org. Chem. 2010 2010 30 5841 5849 10.1002/ejoc.201000858
    [Google Scholar]
  54. Shekarrao K. Kaishap P.P. Saddanapu V. Addlagatta A. Gogoi S. Boruah R.C. Microwave-assisted palladium mediated efficient synthesis of pyrazolo[3,4-b]pyridines, pyrazolo[3,4-b]quinolines, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]quinazolines. RSC Advances 2014 4 46 24001 24006 10.1039/C4RA02865A
    [Google Scholar]
  55. Pradeep M. Vishnuvardhan M. Bala Krishna V. Madhusudhan Raju R. An efficient microwave assisted synthesis and antimicrobial activty of 1,2,3-triazolyl-pyrrolidinyl-quinolinolines. Russ. J. Gen. Chem. 2019 89 2 313 318 10.1134/S1070363219020233
    [Google Scholar]
  56. Anvar S. Mohammadpoor-Baltork I. Tangestaninejad S. Moghadam M. Mirkhani V. Khosropour A.R. Kia R. Efficient and environmentally-benign three-component synthesis of quinolines and bis-quinolines catalyzed by recyclable potassium dodecatungstocobaltate trihydrate under microwave irradiation. RSC Advances 2012 2 23 8713 8720 10.1039/c2ra20639k
    [Google Scholar]
  57. H R.B. Ravinder M. Narsimha S. Microwave-assisted one pot synthesis of fused [1,2,3]triazolo-pyrano[3,2-h]quinolines and their biological evaluation. Asian J. Pharm. Pharmacol. 2019 5 6 1202 1210 10.31024/ajpp.2019.5.6.17
    [Google Scholar]
  58. Naik H.R.P. Naik H.S.B. Naik T.R.R. Lamani D.S. Aravinda T. An efficient, microwave-assisted, one-pot synthesis of dioxolano quinoline/benzo[h]quinolines as potent antibacterial agents. Phosphorus Sulfur Silicon Relat. Elem. 2010 185 2 355 360 10.1080/10426500902797095
    [Google Scholar]
  59. Ali W. Dahiya A. Pandey R. Alam T. Patel B.K. Microwave-assisted cascade strategy for the synthesis of indolo[2,3-b]quinolines from 2-(phenylethynyl)anilines and aryl isothiocynates. J. Org. Chem. 2017 82 4 2089 2096 10.1021/acs.joc.6b02912 28155273
    [Google Scholar]
  60. Li A. Yang Z. Yang T. Luo C.W. Chao Z.S. Zhou C.S. High efficiency microwave-assisted synthesis of quinoline from acrolein diethyl acetal and aniline utilizing Ni/Beta catalyst. Catal. Commun. 2018 115 21 25 10.1016/j.catcom.2018.06.024
    [Google Scholar]
  61. Rao R.N. Chanda K. An expeditious microwave assisted one-pot sequential route to pyrido fused imidazo[4,5-c] quinolines in green media. New J. Chem. 2021 45 6 3280 3289 10.1039/D0NJ05835A
    [Google Scholar]
  62. Asadi B. Landarani-Isfahani A. Mohammadpoor-Baltork I. Tangestaninejad S. Moghadam M. Mirkhani V. Rudbari H.A. Microwave-assisted, regioselective one-pot synthesis of quinolines and bis-quinolines catalyzed by Bi(III) immobilized on triazine dendrimer stabilized magnetic nanoparticles. Tetrahedron Lett. 2017 58 1 71 74 10.1016/j.tetlet.2016.11.102
    [Google Scholar]
  63. Attia Y.A. Abdel-Hafez S.H. Nano-Co3O4-catalyzed microwave-assisted one-pot synthesis of some seleno [2, 3-b ] pyridine/quinoline derivatives. Res. Chem. Intermed. 2021 47 9 3719 3732 10.1007/s11164‑021‑04478‑8
    [Google Scholar]
  64. Ghouse S.M. Kumar Y.S. Jin J.S. Kim J.P. Bae J.S. Chung E.H. Kim D.Y. Jang E.K. Nawaz Khan F-R. Jeong E.D. Green chemical approach: Microwave assisted, titanium dioxide nanoparticles catalyzed, convenient and efficient C–C bond formation in the synthesis of highly functionalized quinolines and quinolinones. RSC Advances 2014 4 84 44408 44417 10.1039/C4RA06772J
    [Google Scholar]
  65. Ghorbani-Vaghei R. Akbari-Dadamahaleh S. Microwave-assisted solvent-free synthesis of quinolines using n -bromosulfonamides. Phosphorus Sulfur Silicon Relat. Elem. 2010 185 2 319 324 10.1080/10426500902787732
    [Google Scholar]
  66. El-Naggar A.M. Ramadan S.K. Efficient synthesis of some pyrimidine and thiazolidine derivatives bearing quinoline scaffold under microwave irradiation. Synth. Commun. 2020 50 14 2188 2198 10.1080/00397911.2020.1769673
    [Google Scholar]
  67. Uppar V Mudnakudu-Nagaraju KK Basarikatti AI Chougala M Chandrashekharappa S Mohan MK Banuprakash G Venugopala KN Ningegowda R Padmashali B Microwave induced synthesis, and pharmacological properties of novel 1-benzoyl-4-bromopyrrolo[1,2-a]quinoline-3-carboxylate analogues. Chem Data Collect 2019 25 100316 10334 10.1016/j.cdc.2019.100316
    [Google Scholar]
  68. Moloi S. Maddila S. Jonnalagadda S.B. Microwave-irradiated one-pot synthesis of quinoline derivatives catalyzed by triethylamine. Res. Chem. Intermed. 2017 43 11 6233 6243 10.1007/s11164‑017‑2986‑4
    [Google Scholar]
  69. Zhang L. Wu B. Zhou Y. Xia J. Zhou S. Wang S. Rare‐earth metal chlorides catalyzed one‐pot syntheses of quinolines under solvent‐free microwave irradiation conditions. Chin. J. Chem. 2013 31 4 465 471 10.1002/cjoc.201300047
    [Google Scholar]
  70. Singh S.K. Singh K.N. DBU-catalyzed expeditious and facile multicomponent synthesis of N-arylquinolines under microwave irradiation. Monatsh. Chem. 2012 143 5 805 808 10.1007/s00706‑011‑0651‑y
    [Google Scholar]
  71. Li X.Y. Liu Y. Chen X.L. Lu X.Y. Liang X.X. Zhu S.S. Wei C.W. Qu L-B. Yu B. 6π-Electrocyclization in water: microwave-assisted synthesis of polyheterocyclic-fused quinoline-2-thiones. Green Chem. 2020 22 14 4445 4449 10.1039/C9GC04445K
    [Google Scholar]
  72. Saggadi H. Luart D. Thiebault N. Polaert I. Estel L. Len C. Quinoline and phenanthroline preparation starting from glycerol via improved microwave-assisted modified Skraup reaction. RSC Advances 2014 4 41 21456 21464 10.1039/C4RA00758A
    [Google Scholar]
  73. Yu Y. Tu M.S. Jiang B. Wang S.L. Tu S.J. Multicomponent synthesis of polysubstituted dihydroquinoline derivatives. Tetrahedron Lett. 2012 53 38 5071 5075 10.1016/j.tetlet.2012.07.008
    [Google Scholar]
  74. Chidurala P. Jetti V. Pagadala R. Meshram J.S. Jonnalagadda S.B. A multicomponent, catalyst‐free, one‐pot synthesis of functionalized 1,4‐dihydroquinolines and their antimicrobial studies. J. Heterocycl. Chem. 2015 52 5 1302 1307 10.1002/jhet.2230
    [Google Scholar]
  75. Seliem I.A. Panda S.S. Girgis A.S. Moatasim Y. Kandeil A. Mostafa A. Ali M.A. Nossier E.S. Rasslan F. Srour A.M. Sakhuja R. Ibrahim T.S. Abdel-samii Z.K.M. Al-Mahmoudy A.M.M. New quinoline-triazole conjugates: Synthesis, and antiviral properties against SARS-CoV-2. Bioorg. Chem. 2021 114 105117 105124 10.1016/j.bioorg.2021.105117 34214752
    [Google Scholar]
  76. Fedoseev P. Van der Eycken E. Temperature switchable Brønsted acid-promoted selective syntheses of spiro-indolenines and quinolines. Chem. Commun. 2017 53 55 7732 7735 10.1039/C7CC02580G 28492644
    [Google Scholar]
  77. Rao M.S. Sarkar S. Hussain S. Microwave-assisted synthesis of 3-aminoarylquinolines from 2-nitrobenzaldehyde and indole via SnCl2-mediated reduction and facile indole ring opening. Tetrahedron Lett. 2019 60 18 1221 1225 10.1016/j.tetlet.2019.03.047
    [Google Scholar]
  78. Sacchelli B.A.L. Rocha B.C. Andrade L.H. Cascade reactions assisted by microwave irradiation: ultrafast construction of 2-quinolinone-fused γ-lactones from N -( o -ethynylaryl)acrylamides and formamide. Org. Lett. 2021 23 13 5071 5075 10.1021/acs.orglett.1c01606 34152153
    [Google Scholar]
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  • Article Type:
    Review Article
Keywords: N-based heterocyclic compound ; heterocycles ; alkaloid ; Quinoline ; insecticidal
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