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Journal articles on the topic 'Naphthyridines – Synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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1

Kulakov, Ivan, Mariya Matsukevich, Maxim Levin, Irina Palamarchuk, Tulegen Seilkhanov, and Alexander Fisyuk. "Synthesis of the First Representatives of Thieno[3,2-c][1,7]naphthyridine Derivatives Based on 3-Amino-6-methyl-4-(2-thienyl) pyridin-2(1H)-one." Synlett 29, no. 13 (2018): 1741–44. http://dx.doi.org/10.1055/s-0037-1610445.

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A one-pot method for obtaining novel thieno[3,2-c][1,7]naphthyridine derivatives based on the reaction of 3-amino-4-(thien-2-yl)pyridin-2(1H)-one with aromatic aldehydes in 80% phosphoric acid at 130 °C has been developed. The formation of the thieno[3,2-c][1,7]naphthyridine ring was due to the intermediate generation of the corresponding azomethine, which underwent intramolecular cyclization with electrophilic attack of the β-carbon atom of the thiophene core under Pictet–Spengler conditions. The isolated 5,7-dihydrothieno[3,2-c][1,7]naphthyridin-4(3H)-ones underwent oxidative aromatization

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2

Chary, Maringanti Thirumala, Kaleru Mogilaiah, and Bathula Sreenivasulu. "Synthesis of 2-methyl-3-(5-phenyl or 1,5-diphenyl-2-pyrazolin-3-yl)-1,8-naphthyridines." Collection of Czechoslovak Chemical Communications 53, no. 7 (1988): 1543–48. http://dx.doi.org/10.1135/cccc19881543.

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3-Cinnamoyl-2-methyl-1,8-naphthyridines II have been synthesized utilizing Claisen-Schmidt condensation of 3-acetyl-2-methyl-1,8-naphthyridine I with aromatic aldehydes. The cinnamoyl naphthyridines react with hydrazine hydrate and phenylhydrazine to create the corresponding pyrazolinyl 1,8-naphthyridine derivatives (III and IV). The structures II-IV have been confirmed by their elemental analyses and spectral data. Some of the compounds have been screened for their fungicidal activity.

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3

Grzegożek, Maria, and Barbara Szpakiewicz. "Regioselectivity in SNH reactions of some 3-nitro-1,5-naphthyridines with chloromethyl phenyl sulfone." Canadian Journal of Chemistry 82, no. 5 (2004): 567–70. http://dx.doi.org/10.1139/v04-001.

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3-Nitro-1,5-naphthyridine and its 2-substituted derivatives react with the carbanion of chloromethyl phenyl sulfone to give hydrogen-substitution products at position 4 in high yield. The intermediacy of 4-(phenylsulfonyl)chloromethyl σ adducts of 2-R-3-nitro-1,5-naphthyridines (R = H, D, Cl, OC2H5, NHCH3, OH) was established by 1H NMR spectroscopy. A convenient synthesis of 2-N-methylamino-3-nitro-1,5-naphthyridine is reported. Key words: 3-nitro-1,5-naphthyridines, anionic (phenylsulfonyl)chloromethyl σ adducts, vicarious nucleophilic substitution.

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4

Wozniak, Marian, Maria Grzegozek, and Piotr Surylo. "Methylamination of some 3,6-dinitro-1,8-naphthyridines with liquid methylamine potassium permanganate." Canadian Journal of Chemistry 78, no. 7 (2000): 950–56. http://dx.doi.org/10.1139/v00-076.

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3,6-Dinitro-1,8-naphthyridine and its 2-substituted derivatives are dehydro-methylaminated with the solution of potassium permanganate in liquid methylamine (LMAPP) to the corresponding mono- or mono- and bis(methylamino)-3,6-dinitro-1,8-naphthyridines. In the case of 2-chloro- and 2-methoxy-3,6-dinitro-1,8-naphthyridine the replacement of chloro and methoxy substituents by the NHCH3 group occurs as well. Quantum-chemical calculations indicate the reactions to be controlled by the interaction of the frontal molecular orbitals (FMO) of the reagents. Moreover the heats of formation of intermedi

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5

Levina, I. I., and A. A. Gridnev. "Practical Synthesis of 1,8-Naphthyridine-2,7-dialdehydes Syntone." Asian Journal of Chemistry 31, no. 11 (2019): 2596–600. http://dx.doi.org/10.14233/ajchem.2019.22229.

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Several synthetic approaches for synthesizing 1,8-naphthyridines were tested. Reliable protocols for synthesis of some new 1,8-naphthyridine-2,7-dialdehydes were developed starting from 2-amino-6-methylpyridine and acetoacetate. The dialdehyde were found to react with pyrrole to form either a polymer or a macrocycle depending on conditions.

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6

Gronowitz, Salo, Johan Malm, and Anna-Britta Hörnfeldt. "Synthesis of the six isomeric thieno[c]-fused 1,5- and 1,6-naphthyridines." Collection of Czechoslovak Chemical Communications 56, no. 11 (1991): 2340–51. http://dx.doi.org/10.1135/cccc19912340.

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trough the use of Pd(0)-catalyzed coupling between 2- and 4-formyl-3-thiopheneboronic acids and 3-amino-2-bromopyridine and 4-acetamido-3-bromopyridine, convenient one-pot procedures for the preparation of thieno[2,3-c]-1,5-naphthyridine, thieno[3,4-c]-1,5-naphthyridine, thieno-[2,3-c]-1,6-naphthyridine, and thieno[3,4-c]-1,6-naphthyridine have been developed. In order to obtain thieno[3,2-c]-1,6-naphthyridine 2-(tributylstannyl)-3-thiophene aldehyde had to be used, since the organometallic partner in the coupling reaction, 3-formyl-2-thipheneboronic acid, is too easily deboronated. The effect

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7

Mogilaiah, Kaleru, Mullangi Prashanthi, Siddoju Kavitha, and Nagavelli Vasudeva Reddy. "The Synthesis of 2-(1,2,3-Triazol-2-yl)-1,8-Naphthyridines under Microwave Irradiation." Journal of Chemical Research 2005, no. 8 (2005): 523–25. http://dx.doi.org/10.3184/030823405774663255.

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An efficient and convenient method is described for the synthesis of 3-aryl-2-(4,5-dimethyl-2H-1,2,3-triazol-2-yl)-1,8-naphthyridines (4) from α-acetylacetaldoxime 3-aryl-1,8-naphthyridin-2-ylhydrazones (3) in the presence of acetic anhydride and DMF using basic alumina as solid support under microwave irradiation.

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8

Mogilaiah, Kaleru, Kamreddy Rajendar Reddy, Gurram Rama Rao, and Bathula Sreenivasulu. "Synthesis of 2-methyl-3-(1-aryl-1H-tetrazol-5-yl)-1,8-naphthyridines." Collection of Czechoslovak Chemical Communications 53, no. 7 (1988): 1539–42. http://dx.doi.org/10.1135/cccc19881539.

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2-Methyl-3-(1-aryl-1H-tetrazol-5-yl)-1,8-naphthyridines III have been synthesized by the reaction of 2-methyl-N-aryl-1,8-naphthyridine-3-carboxyamides (I) with phosphorus pentachloride and azidolysis of the resulting imidoyl chlorides. Structures of these compounds have been established by means of their elemental analyses and spectral data.

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9

Fuertes, Maria, Carme Masdeu, Endika Martin-Encinas, et al. "Synthetic Strategies, Reactivity and Applications of 1,5-Naphthyridines." Molecules 25, no. 14 (2020): 3252. http://dx.doi.org/10.3390/molecules25143252.

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This review covers the synthesis and reactivity of 1,5-naphthyridine derivatives published in the last 18 years. These heterocycles present a significant importance in the field of medicinal chemistry because many of them exhibit a great variety of biological activities. First, the published strategies related to the synthesis of 1,5-naphthyridines are presented followed by the reactivity of these compounds with electrophilic or nucleophilic reagents, in oxidations, reductions, cross-coupling reactions, modification of side chains or formation of metal complexes. Finally, some properties and a

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10

Mogilaiah, Kaleru, Janapatla Uma Rani, and Boda Sakram. "Synthesis of 1,2,4-triazolo[4,3-a][1,8]Naphthyridines using Chloranil under Microwave Irradiation." Journal of Chemical Research 2005, no. 8 (2005): 516–19. http://dx.doi.org/10.3184/030823405774663309.

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A simple and highly efficient procedure has been described for the synthesis of 1-aryl-4-[p-bromophenyl)-1,2, 4-triazolo[4,3-a][1,8]naphthyridines (8) by the oxidation of the corresponding aryl aldehyde 3-(p-bromophenyl)-1, 8-naphthyridin-2-ylhydrazones (7) with chloranil under microwave irradiation. The products are obtained in good yields and in a state of high purity.

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11

Chu, Daniel T. W., Akiyo K. Claiborne, Jacob J. Clement, and Jacob J. Plattner. "Syntheses and antibacterial activity of novel 6-fluoro-7-(gem-disubstituted piperazin-1-yl)-quinolines." Canadian Journal of Chemistry 70, no. 5 (1992): 1328–37. http://dx.doi.org/10.1139/v92-171.

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A series of quinoline and naphthyridine antibacterial agents possessing an acyclic or cyclic gem-disubstituted piperazine substituent at the C-7 position have been prepared and evaluated in vitro and in vivo for antibacterial activity against a variety of Gram-positive and Gram-negative organisms. They are, however, not as active as quinolones or naphthyridines with a monosubstituted piperazine substituent at C-7. The chemical synthesis of these derivatives is also described.

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12

Vázquez-Vera, Óscar, Daniel Segura-Olvera, Mónica Rincón-Guevara, et al. "Synthesis of New 5-Aryl-benzo[f][1,7]naphthyridines via a Cascade Process (Ugi-3CR/Intramolecular Aza-Diels-Alder Cycloaddition)/Aromatization." Molecules 23, no. 8 (2018): 2029. http://dx.doi.org/10.3390/molecules23082029.

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A series of eight new 5-aryl-benzo[f][1,7]naphthyridines were synthesized in 17 to 64% overall yields via an improved MW-assisted cascade-like one pot process (Ugi–three component reaction/intramolecular aza-Diels-Alder cycloaddition) coupled to an aromatization process from tri-functional dienophile-containing ester-anilines, substituted benzaldehydes and the chain-ring tautomerizable 2-isocyano-1-morpholino-3-phenylpropan-1-one as starting reagents, under mild conditions. The doubly activated dienophile and the aza-diene functionalities of the eight new Ugi-adducts were exploited to perform

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13

Mithula, Shivani, Adinarayana Nandikolla, Sankaranarayanan Murugesan, and Venkata GCS Kondapalli. "1,8-naphthyridine derivatives: an updated review on recent advancements of their myriad biological activities." Future Medicinal Chemistry 13, no. 18 (2021): 1591–618. http://dx.doi.org/10.4155/fmc-2021-0086.

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Among all nitrogen-containing heterocycles, the 1,8-naphthyridine scaffold has recently gained an immense amount of curiosity from numerous researchers across fields of medicinal chemistry and drug discovery. This new attention can be ascribed to its versatility of synthesis, its reactiveness and the variety of biological activities it has exhibited. Over the past half-decade, numerous diverse biological evaluations have been conducted on 1,8-naphthyridine and its derivatives in a quest to unravel novel pharmacological facets to this scaffold. Its potency to treat neurodegenerative and immunom

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14

Anderson, Edward C., Helen F. Sneddon, and Christopher J. Hayes. "A mild synthesis of substituted 1,8-naphthyridines." Green Chemistry 21, no. 11 (2019): 3050–58. http://dx.doi.org/10.1039/c9gc00408d.

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15

Dunn, Allan D. "The Synthesis of Novel Naphthyridines." Zeitschrift für Chemie 30, no. 1 (2010): 20–21. http://dx.doi.org/10.1002/zfch.19900300107.

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16

Naik, Tangali R. Ravikumar, Halehatty S. Bhojya Naik, Halehatty R. Prakasha Naik, and P. J. Bindu. "Three-Component One-Pot Synthesis of Novel Benzo[b]1,8-naphthyridines Catalyzed by Bismuth(III) Chloride." Research Letters in Organic Chemistry 2008 (December 28, 2008): 1–4. http://dx.doi.org/10.1155/2008/594826.

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A novel and efficient three-component one-pot synthesis of benzo[b]1,8-naphthyridines by 2-amino-4-methylquinoline, aromatic aldehydes, and malononitrile was done. The reaction was catalyzed by an acidic Bismuth(III) chloride, functionalized Bismuth(III) chloride, at room temperature to give various benzo[b]1,8-naphthyridines in high yields. The Bismuth(III) chloride is an environmentally friendly catalyst.

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17

Rama Rao, Gurram, Kaleru Mogilaiah, and Bathula Sreenivasulu. "Synthesis of 2-(4-aryl-2-pyrazolin-3-yl)-1,8-naphthyridines by 1,3-dipolar cycloaddition." Collection of Czechoslovak Chemical Communications 54, no. 6 (1989): 1716–20. http://dx.doi.org/10.1135/cccc19891716.

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2-(4-Aryl-2-pyrazolin-3-yl)-1,8-naphthyridines III have been prepared by the cycloaddition of diazomethane to 2-styryl-1,8-naphthyridines II. The structures of the compounds have been confirmed by elemental analyses and spectral data. All these compounds have been screened for fungicidal activity.

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18

Chen, QP, and LW Deady. "Synthesis of Some Benzo[b][1,6]naphthyridines and Benzo[b][1,7]naphthyridines." Australian Journal of Chemistry 46, no. 7 (1993): 987. http://dx.doi.org/10.1071/ch9930987.

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Pfitzinger (1-benzylpiperidin-4-one with 7-methylisatin) and Friedlander (3-aminopyridine-4-carbaldehyde with 2-methylcyclohexanone) syntheses, respectively, were used to prepare the title 'azaacridines' containing a methyl substituent peri to the central nitrogen. Oxidation of this group gave the corresponding aldehyde and carboxylic acid. In the [1,6] case, especially, the 10-position was also easily oxidized to give acridone analogues. Nitration occurred exclusively in the benzenoid rings.

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19

Singh, Jay Bahadur, Kishor Chandra Bharadwaj, Tanu Gupta, and Radhey M. Singh. "Ligand-free palladium-catalyzed facile construction of tetra cyclic dibenzo[b,h][1,6]naphthyridine derivatives: domino sequence of intramolecular C–H bond arylation and oxidation reactions." RSC Advances 6, no. 32 (2016): 26993–99. http://dx.doi.org/10.1039/c6ra00505e.

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20

Mishra, Kalpana, Jay Bahadur Singh, Tanu Gupta, and Radhey M. Singh. "Ag(i)-Catalyzed one-pot synthesis of 4-fluorobenzo[b][1,6] naphthyridines and 4-fluoroisoquinolines via iminofluorination of alkynes with Selectfluor." Organic Chemistry Frontiers 4, no. 9 (2017): 1794–98. http://dx.doi.org/10.1039/c7qo00346c.

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21

Murru, Siva, Brandon McGough, and Radhey S. Srivastava. "Synthesis of substituted quinolines via allylic amination and intramolecular Heck-coupling." Org. Biomol. Chem. 12, no. 45 (2014): 9133–38. http://dx.doi.org/10.1039/c4ob01614a.

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22

CHEN, Q., and L. W. DEADY. "ChemInform Abstract: Synthesis of Some Benzo(b)(1,6)naphthyridines and Benzo(b)(1,7) naphthyridines." ChemInform 24, no. 43 (2010): no. http://dx.doi.org/10.1002/chin.199343145.

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23

J. Victory, Pedro, Jordi Teixid�, and Jos� I. Borrell. "A Synthesis of 1,2,3,4-Tetrahydro-1,6-naphthyridines." HETEROCYCLES 34, no. 10 (1992): 1905. http://dx.doi.org/10.3987/com-92-6101.

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24

Snyder, J., Y. Zhou, and J. Jr. "Microwave-Assisted, Co-Catalyzed Synthesis of Naphthyridines." Synfacts 2007, no. 5 (2007): 0470. http://dx.doi.org/10.1055/s-2007-968464.

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25

Barbu, Eugen, Flavian Cuiban, and John Tsibouklis. "ChemInform Abstract: 2,7-Naphthyridines: Synthesis and Reactions." ChemInform 32, no. 23 (2010): no. http://dx.doi.org/10.1002/chin.200123256.

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26

Noravyan, A. S., E. G. Paronikyan, and S. A. Vartanyan. "Synthesis and pharmacological properties of naphthyridines (review)." Pharmaceutical Chemistry Journal 19, no. 7 (1985): 439–48. http://dx.doi.org/10.1007/bf00766678.

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27

Godino-Ojer, Marina, Antonio J. López-Peinado, Francisco J. Maldonado-Hódar, Esther Bailón-García, and Elena Pérez-Mayoral. "Cobalt oxide–carbon nanocatalysts with highly enhanced catalytic performance for the green synthesis of nitrogen heterocycles through the Friedländer condensation." Dalton Transactions 48, no. 17 (2019): 5637–48. http://dx.doi.org/10.1039/c8dt04403a.

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A novel series of eco-sustainable catalysts developed by supporting CoO nanoparticles on different carbon supports, highly efficient in the synthesis of quinolines and naphthyridines, through the Friedländer condensation.

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28

Flader, Anika, Silvio Parpart, Peter Ehlers, and Peter Langer. "Synthesis of pyrrolo[1,2-a]naphthyridines by Lewis acid mediated cycloisomerization." Organic & Biomolecular Chemistry 15, no. 15 (2017): 3216–31. http://dx.doi.org/10.1039/c7ob00343a.

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29

Lavanya, Mallu, Dhakshanamurthy Thirumalai, Indira Viswambaran Asharani, and P. Gopal Aravindan. "Domino synthesis of functionalized 1,6-naphthyridines and their in vitro anti-inflammatory and anti-oxidant efficacies." RSC Advances 5, no. 105 (2015): 86330–36. http://dx.doi.org/10.1039/c5ra11447k.

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30

Akula, Mahesh, Yadagiri Thigulla, Connor Davis, Mukund Jha, and Anupam Bhattacharya. "Synthesis of 4-substituted oxazolo[4,5-c]quinolines by direct reaction at the C-4 position of oxazoles." Organic & Biomolecular Chemistry 13, no. 9 (2015): 2600–2605. http://dx.doi.org/10.1039/c4ob02224f.

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Cu(TFA)<sub>2</sub> catalysed synthesis of 4-arylsubstituted oxazolo[4,5-c]quinolines/[1,8] naphthyridines has been described via a modified Pictet–Spengler method, without prefunctionalization of the unreactive 4<sup>th</sup> position of oxazoles.

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31

Prakash, Rashmi, Kommuri Shekarrao, Pallabi Saikia, Sanjib Gogoi, and Romesh C. Boruah. "Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines." RSC Advances 5, no. 27 (2015): 21099–102. http://dx.doi.org/10.1039/c4ra17190j.

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A new approach for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines via an intramolecular Heck reaction is described.

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32

Badawneh, Muwaffag, and Jalal Aljamal. "SYNTHESIS AND ANTITUBERCULAR ACTIVITY OF PIPERIDINE AND MORPHOLINE 1, 8 NAPHTHYRIDINE ANALOGUES." International Journal of Pharmacy and Pharmaceutical Sciences 8, no. 12 (2016): 252. http://dx.doi.org/10.22159/ijpps.2016v8i12.13503.

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<p><strong>Objective: </strong>The search for new, potentially useful antimycobacterial agents. In continuation with our previous screening for the discovery of novel drugs for tuberculosis, a new series of 1,8-naphthyridines derivatives were synthesized and evaluated <em>in vitro </em>for antimycobacterial activity against <em>Mycobacterium tuberculosis </em>H37Rv.</p><p><strong>Methods: </strong>Several 4-morpholinomethyl-1.8-naphthyridine derivatives have been synthesized in excellent yields. The synthesized compounds were ch

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33

Manoj, Manickam, and Karnam Jayaramapillai Rajendra Prasad. "An efficient synthesis of phenyl-substituted dibenzonaphthyridines." Journal of Chemical Research 2009, no. 8 (2009): 485–88. http://dx.doi.org/10.3184/030823409x466726.

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A one-pot synthesis of 9-chloro-6-methyl-7-phenyldibenzo[ b,h][1,6]naphthyridines from 4-chloro-2-methylquinolines is reported. Since the yield of the dibenzonaphthyridine was low, in an alternative method the title compounds were prepared from the 4-chloro-2-methylquinolines via 2-methyl-4-[(4-chlorophenyl)amino]quinolines as intermediates, which provided improved yields.

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34

Ma Quintela, José, and Vicente Ojea. "Synthesis of Pyrazino[1,2-a:4,5-a']di[1,8]naphthyridine and Pyrazino[1,2-a][1,8]naphthyridines." HETEROCYCLES 36, no. 6 (1993): 1337. http://dx.doi.org/10.3987/com-92-6316.

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35

Akué-Gédu, Rufine, Daniel Couturier, Jean-Pierre Hénichart, et al. "Studies on pyrrolidinones. synthesis of fused 1,5-naphthyridines." Tetrahedron 68, no. 27-28 (2012): 5644–54. http://dx.doi.org/10.1016/j.tet.2012.04.056.

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36

Rajamanickam, P., and P. Shanmugam. "A Convenient Synthesis of Benzo[c][2,6]naphthyridines." Synthesis 1985, no. 05 (1985): 541–43. http://dx.doi.org/10.1055/s-1985-31268.

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37

Naik, Tangali R. Ravikumar, Halehatty S. Bhojya Naik, Halehatty R. Prakash Naik, M. Raghavendra, and S. Ramesha. "Synthesis of Novel 2-Seleno-1,8-naphthyridines Derivatives." Phosphorus, Sulfur, and Silicon and the Related Elements 183, no. 8 (2008): 1968–74. http://dx.doi.org/10.1080/10426500701839601.

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38

Mogilaiah, K., N. Vasudeva Reddy, and R. Babu Rao. "ChemInform Abstract: Microwave Assisted Synthesis of 1,8-Naphthyridines." ChemInform 32, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.200150135.

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39

Veverkova, Eva, Marika Noskova, and Stefan Toma. "Synthesis of Highly Substituted 1,6-Naphthyridines: A Reinvestigation." ChemInform 34, no. 1 (2003): no. http://dx.doi.org/10.1002/chin.200301135.

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40

Veverková, Eva, Marika Nosková, and Štefan Toma. "SYNTHESIS OF HIGHLY SUBSTITUTED 1,6-NAPHTHYRIDINES: A REINVESTIGATION." Synthetic Communications 32, no. 18 (2002): 2903–10. http://dx.doi.org/10.1081/scc-120006476.

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41

Kulkarni, Mahesh R., and Nitin D. Gaikwad. "Synthesis of 1,8-naphthyridines: a recent update (microreview)." Chemistry of Heterocyclic Compounds 56, no. 8 (2020): 976–78. http://dx.doi.org/10.1007/s10593-020-02762-w.

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42

Abdel Hameed, Afaf M. "Rapid synthesis of 1,6-naphthyridines by grindstone chemistry." Environmental Chemistry Letters 13, no. 1 (2015): 125–29. http://dx.doi.org/10.1007/s10311-015-0494-6.

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43

Ravi, Makthala, Parul Chauhan, Shikha Singh, Ruchir Kant, and Prem P. Yadav. "p-TsOH-promoted synthesis of (E)-6-phenyl-7-styryl-5,6-dihydrodibenzo[b,h][1,6]naphthyridines via cascade intramolecular aza-Michael addition/Friedlander condensation of 2′-aminochalcones in a SDS/H2O system." RSC Advances 6, no. 54 (2016): 48774–78. http://dx.doi.org/10.1039/c6ra04837d.

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p-TsOH-promoted one-pot cascade synthesis of novel (E)-6-phenyl-7-styryl-5,6-dihydrodibenzo[b,h][1,6]naphthyridines via homodimerization of 2′-aminochalcones has been developed in a SDS/H<sub>2</sub>O system.

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44

Giudice, Maria Rosaria Del, Carlo Mustazza, Rosella Ferretti, Anna Borioni, and Franco Gatta. "Synthesis of 5-amino-1,2,3,4-tetrahydrobenzo[b][1,7]naphthyridines and 2,3,4,4a,5,6-hexahydrobenzo[c][2,6]naphthyridines." Journal of Heterocyclic Chemistry 35, no. 4 (1998): 915–22. http://dx.doi.org/10.1002/jhet.5570350422.

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45

Goutham, Kommuru, Veerabhushanam Kadiyala, Balasubramanian Sridhar, and Galla V. Karunakar. "Gold-catalyzed intramolecular cyclization/condensation sequence: synthesis of 1,2-dihydro[c][2,7]naphthyridines." Organic & Biomolecular Chemistry 15, no. 37 (2017): 7813–18. http://dx.doi.org/10.1039/c7ob01285c.

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An efficient gold-catalyzed protocol for the construction of 1,2-dihydro[c][2,7]naphthyridines from 2-aminophenyl prop-2-yn-1-yl enaminones has been developed. In this organic transformation new C–C and C–N bonds were formedvia6-endo-dig cyclization and good to excellent yields were obtained in one-pot synthesis.

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46

Mekheimer, Ramadan A., Afaf M. Abdel Hameed, and Kamal U. Sadek. "1,8-Naphthyridines II: synthesis of novel polyfunctionally substituted 1,8-naphthyridinones and their degradation to 6-aminopyridones." Arkivoc 2007, no. 13 (2007): 269–81. http://dx.doi.org/10.3998/ark.5550190.0008.d30.

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47

Okuma, Kentaro, Tomohiro Koga, Saori Ozaki, et al. "One-pot synthesis of dibenzo[b,h][1,6]naphthyridines from 2-acetylaminobenzaldehyde: application to a fluorescent DNA-binding compound." Chem. Commun. 50, no. 98 (2014): 15525–28. http://dx.doi.org/10.1039/c4cc07807a.

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48

Gohil, Jayvirsinh D., Haresh B. Patel, and Manish P. Patel. "Synthesis and evaluation of new chromene based [1,8]naphthyridines derivatives as potential antimicrobial agents." RSC Advances 6, no. 78 (2016): 74726–33. http://dx.doi.org/10.1039/c6ra15754h.

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Novel chromeno[4,3-f][1,8]naphthyridines derivatives were prepared by multicomponent reaction between 2-((sub)amino)quinoline-3-carbaldehyde 1a–f/2a–f, ethyl 2-cyanoacetate 3 and cyclohexane-1,3-dione 4 in ethanol with l-proline as a catalyst.

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49

Zhang, Song-Lin, та Zhu-Qin Deng. "Synthesis of quinolines and naphthyridines via catalytic retro-aldol reaction of β-hydroxyketones with ortho-aminobenzaldehydes or nicotinaldehydes". Organic & Biomolecular Chemistry 14, № 38 (2016): 8966–70. http://dx.doi.org/10.1039/c6ob01452f.

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Efficient, chemo- and regioselective preparation of quinolines and naphthyridines is achieved by copper-catalyzed retro-aldol reaction of β-hydroxyketones withortho-amino aryl aldehydes under mild and weakly basic conditions.

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50

Bennie, Linsey S., Paul M. Burton, and James A. Morris. "Synthesis of 7-aryl-1,8-naphthyridines via addition of aryl boronic acids to 1,8-naphthyridine N-oxides." Tetrahedron Letters 52, no. 37 (2011): 4799–802. http://dx.doi.org/10.1016/j.tetlet.2011.07.040.

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