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Relevant bibliographies by topics / Naphthyridines – Synthesis

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Academic literature on the topic 'Naphthyridines – Synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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Journal articles on the topic "Naphthyridines – Synthesis"

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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Dissertations / Theses on the topic "Naphthyridines – Synthesis"

1

Ye, Guozhong. "Synthesis and reactions of cyclic ketene-N,N-acetals." Diss., Mississippi State : Mississippi State University, 2008. http://library.msstate.edu/etd/show.asp?etd=etd-09142008-210135.

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2

Fernandez, Sarah [Verfasser], and Paul [Akademischer Betreuer] Knochel. "Chromium- and cobalt-catalyzed cross-coupling and amination reactions and synthesis and reactivity of Pyrido[3,2-f][1,7]naphthyridines / Sarah Fernandez. Betreuer: Paul Knochel." München : Universitätsbibliothek der Ludwig-Maximilians-Universität, 2016. http://d-nb.info/1104128934/34.

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3

Devaux, Floriane. "Synthesis and AFM-based single-molecule force spectroscopy of helical aromatic oligoamide foldamers." Thesis, Bordeaux, 2018. http://www.theses.fr/2018BORD0346.

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Les foldamères sont des architectures moléculaires synthétiques repliées, inspirées par les structures et les fonctions des biopolymères naturels. Le repliement est un processus sélectionné par la nature pour contrôler la conformation de sa machinerie moléculaire afin de réaliser des tâches chimiques ou mécaniques. Durant les dix dernières années de recherche sur les foldamères, des oligomères synthétiques, capables d'adopter des conformations repliées bien définies et prévisibles, comme des hélices, ont été proposés. Les progrès récents ont montré que la synthèse chimique par étapes et le des

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4

Mefetah, Hafid. "Benzo(b)-1,8-naphthyridine-5-one : synthese et activite antiparasitaire de nouveaux derives n-alkyles : synthese et caracterisation de tetracycles derives de la molecule-titre." Aix-Marseille 2, 1993. http://www.theses.fr/1993AIX22956.

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5

Harris, Cragin K. "Synthesis and Characterization of Five New Tetrakis(N-phenylacetamidato) Dirhodium(II) Amine Complexes and One Molybdenum Cofactor Described Crystallographically." Digital Commons @ East Tennessee State University, 2015. https://dc.etsu.edu/etd/2525.

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Six new crystal structures were determined using a Rigaku Mercurcy 375/MCCD(XtaLab mini) diffractometer. The structure of a molybdenum cofactor was solved resulting in an R1 (R1 = Σ ||Fo| - |Fc|| / Σ |Fo|) of 3.61% despite the presence of a disordered DMSO molecule. New Tetrakis(N-phenylacetamidato) Dirhodium(II) complexes were synthesized and characterized. Two 2,2-cis-[Rh2(NPhCOCH3)4]•(C3H4N2)x where x= 1 or 2 were successfully crystallized and solved with R1 values below 5%. Additional studies were conducted via NMR to observe formation of both products. Three potential catalysts were synth

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6

Guillier, Fabrice. "Synthèse de produits naturels par association des réactions de métallation et de couplage. Accès à des alcaloïdes marins de type pyridoacridinique." Rouen, 1996. http://www.theses.fr/1996ROUES075.

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Ce travail décrit la préparation de structures de type pyridoacridone par fonctionnalisation de benzo[c][2,7]naphthyridines disubstituées en 4 et 5. Ces composés tétracycliques forment les structures de base pour un grand nombre d'alcaloïdes marins. La méthodologie employée pour la préparation de ces molécules repose sur l'utilisation des réactions de métallation et de couplage biarylique. Un nombre important de systèmes tricycliques de type benzo[c][2,7]naphthyridinique disubstitués en 4 et 5 sont synthétisés en une ou deux étapes à partir de pyridines trisubstituées. Au cours de ce travail,

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7

Ndaba, Hlengiwe Glenrose. "Microwave as an energy source in the synthesis of 2-aryl-4-quinolone alkaloids and naphthyridines." Thesis, 2011. http://hdl.handle.net/10321/704.

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Thesis submitted in fulfilment of the requirements for the Degree of Masters of Technology: Organic Chemistry, Durban University of Technology, 2011.<br>One of the greatest medical challenges facing mankind is the Human Immunodeficiency Virus/Acquired Immunodeficiency Syndrome (HIV/AIDS) which has now become a major epidemic with more than 40 million people infected worldwide. Of equal concern is its implication in high mortality and the onset of a number of opportunist mycobacterial infections, principally tuberculosis. In spite of the discovery of some relatively effective antiretroviral

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8

Huang, Chang-Yao, and 黃昶堯. "Metal Complexes Containing Naphthyridine Ligands: Synthesis and Catalytic Activity." Thesis, 2013. http://ndltd.ncl.edu.tw/handle/69548864114991246305.

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碩士<br>國立臺灣大學<br>化學研究所<br>102<br>In this work, 2- and 7-substituted 1,8-naphthyridinyl based ligands, 2-(1H-pyrazol-1-yl)-7-methyl-1,8-naphthyridine (4) and 2-(1H-pyrazol-1-yl)-7- carboxyl-1,8-naphthyridine (5) were synthesized. Complexes containing these ligands such as [(4)(h6-benzene)RuCl2] (Ru1), [(5)(h6-benzene)RuCl2] (Ru2), [(5)(h6-p-cymene)RuCl2] (Ru3) and [(5)Rh2(m-OAc)3] (Rh1) were prepared. The resulting complexes have been characterized by spectroscopic methods. Structures of both Ru2 and Ru3 were further confirmed by X-ray crystallography. The carboxyl group on Ru2 enhances its so

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9

Chen, Ching-Wen, and 陳靖文. "Design and Synthesis of GMP Chemosensors by Using Naphthyridine Derivatives." Thesis, 2004. http://ndltd.ncl.edu.tw/handle/11503897340330720910.

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碩士<br>國立臺灣大學<br>化學研究所<br>92<br>GMP recognition is a very important subject in bioorganic chemistry research, because GMP plays a crucial role in message transmission and c DNA (RNA) formation. Recognition of GMP can be used in diagnosis of diseases. This thesis presents the design and synthesis of nitrogen-containing compounds as the hydrogen-bonding receptors for biologically important GMP substrate. We have synthesized several receptors including ANYA, NAEON and NAEN; which consist of amino-substituted naphthyridine moieties for interactions with GMP via multiple hydrogen-bondings. We used f

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10

Ho, Hsiang-Wei, and 何緗煒. "Synthesis and biological activity of naphthyridine derivatives as potential Akt inhibitors." Thesis, 2011. http://ndltd.ncl.edu.tw/handle/52256652298518462423.

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碩士<br>東海大學<br>化學系<br>99<br>PI3K/Akt signaling pathway plays a key role in human cancers. Overexpression of Akt causes abnormal cell proliferation and result in cancer. Therefore, Akt is an attractive therapeutic target for cancer treatment. We have designed series of aminoindole and naphthyridine derivatives as potential Akt inhibitors. The synthesis of aminoindole derivatives by Buchwald-Hartwig cross-coupling, were unfortunately not successful with changes in reaction conditions. Series of naphthyridine derivatives were synthesized by Skraup and Doebner-Miller quinoline synthesis. CL1-0 lung

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Book chapters on the topic "Naphthyridines – Synthesis"

1

Phuan, P. W., and M. C. Kozlowski. "Synthesis of Thieno-Fused Naphthyridines via a Suzuki Coupling." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-01653.

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2

Phuan, P. W., and M. C. Kozlowski. "Synthesis of Benzo-Fused Naphthyridines via a Suzuki Coupling." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-01654.

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3

Phuan, P. W., and M. C. Kozlowski. "Synthesis of Thieno-Fused Naphthyridines via a Stille Coupling." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-01655.

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4

Phuan, P. W., and M. C. Kozlowski. "Synthesis of Benzo-Fused Naphthyridines via a Stille Coupling." In Six-Membered Hetarenes with One Nitrogen or Phosphorus Atom. Georg Thieme Verlag KG, 2005. http://dx.doi.org/10.1055/sos-sd-015-01656.

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5

DeRosa, Thomas F. "Naphthyridines." In Advances in Synthetic Organic Chemistry and Methods Reported in US Patents. Elsevier, 2006. http://dx.doi.org/10.1016/b978-008044474-1/50056-6.

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6

"Three-Component One-Pot Synthesis of Novel Benzo[b] 1,8-naphthyridines Catalyzed by Bismuth(III) Chloride." In Organic Chemistry. Apple Academic Press, 2011. http://dx.doi.org/10.1201/b12874-30.

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7

"Primary Syntheses of 1,5-Naphthyridines." In Chemistry of Heterocyclic Compounds: A Series Of Monographs. John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470181164.ch1.

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8

"Primary Syntheses of 1,7-Naphthyridines." In Chemistry of Heterocyclic Compounds: A Series Of Monographs. John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470181164.ch15.

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9

"Primary Syntheses of 1,8-Naphthyridines." In Chemistry of Heterocyclic Compounds: A Series Of Monographs. John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470181164.ch22.

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10

"Primary Syntheses of 1,6-Naphthyridines." In Chemistry of Heterocyclic Compounds: A Series Of Monographs. John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470181164.ch8.

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Conference papers on the topic "Naphthyridines – Synthesis"

1

Andrighetto, Rosália, Helio G. Bonacorso, Felipe S. Stefanello, Marcos A. P. Martins, and Nilo Zanatta. "General pathways for obtainment of halo-containing 1,8- naphthyridines,1,8-naphthyridin-2(1H)-ones and their derivatives." In 15th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_201368142558.

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2

Andrighetto, Rosália, Helio G. Bonacorso, Jussara Navarini, Nícolas Krüger, Marcos A. P. Martins, and Nilo Zanatta. "General Pathway for One-Pot Synthesis of Trifluoromethyl- Containing 2-Amino-cycloalka[b][1,8]naphthyridines." In 14th Brazilian Meeting on Organic Synthesis. Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0008-2.

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3

Dotsenko, Victor, Maria Goykalova (Averyasova), Elena Chigorina, Nikolay Aksenov, Inna Aksenova, and Vladimir Strelkov. "A new approach towards thieno[2,3-h][1,6]naphthyridines." In The 21st International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2017. http://dx.doi.org/10.3390/ecsoc-21-04852.

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