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Journal articles on the topic "Heterocyclic chemistry : Pyridine"

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Boyd, Derek R., Narain D. Sharma, Ludmila V. Modyanova, Jonathan G. Carroll, John F. Malone, Christopher CR Allen, John TG Hamilton, David T. Gibson, Rebecca E. Parales, and Howard Dalton. "Dioxygenase-catalyzed cis-dihydroxylation of pyridine-ring systems." Canadian Journal of Chemistry 80, no. 6 (June 1, 2002): 589–600. http://dx.doi.org/10.1139/v02-062.

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Toluene dioxygenase-catalyzed dihydroxylation, in the carbocyclic rings of quinoline, 2-chloroquinoline, 2-methoxyquinoline, and 3-bromoquinoline, was found to yield the corresponding enantiopure cis-5,6- and -7,8-dihy dro diol metabolites using whole cells of Pseudomonas putida UV4. cis-Dihydroxylation at the 3,4-bond of 2-chloroquino line, 2-methoxyquinoline, and 2-quinolone was also found to yield the heterocyclic cis-dihydrodiol metabolite, (+)-cis-(3S,4S)-3,4-dihydroxy-3,4-dihydro-2-quinolone. Heterocyclic cis-dihydrodiol metabolites, resulting from dihydroxylation at the 5,6- and 3,4-bonds of 1-methyl 2-pyridone, were isolated from bacteria containing toluene, naphthalene, and biphenyl dioxygenases. The enantiomeric excess (ee) values (>98%) and the absolute configurations of the carbocyclic cis-dihydrodiol metabolites of quinoline substrates (benzylic R) and of the heterocyclic cis-diols from quinoline, 2-quinolone, and 2-pyridone substrates (allylic S) were found to be in accord with earlier models for dioxygenase-catalyzed cis-dihydroxylation of carbocyclic arenes. Evidence favouring the dioxygenase-catalyzed cis-dihydroxylation of pyridine-ring systems is presented.Key words: dioxygenases; cis-dihydroxylation, pyridines, 2-pyridones, absolute configurations.
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Hafez, Hend N., and Abdel-Rahman B. A. El-Gazzar. "Synthesis of Novel Pyridine Bearing Biologically Active Imidiazolyl, Pyrazolyl, Oxa/thiadiazolyl and Urea Derivatives as Promising Anticancer Agents." Current Organic Synthesis 17, no. 1 (February 24, 2020): 55–64. http://dx.doi.org/10.2174/1570179417666191223163225.

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Background: A novel series of pyridine containing 1,3,4-oxa/thiadiazol derivatives 4a,b, pyrazole derivatives 5-7, thiazole derivatives 9a,b and 17a-c, urea derivatives 12a-c, imidiazole derivative 16, imidazo[1,2-a]pyridine derivatives 18a, b, tetrazole 19, pyrane 20 and pyridine derivatives 21 has been synthesized. Objective: This research aims to synthesize 6-(Trifluoromethyl)-2-[3-(trifluoromethyl)phenyl] amino nicotinohydrazide 2 and 6-(trifluoromethyl)-2-[3-(trifluoromethyl)phenyl]amino pyridin-3-carboaldhyde 15 as key intermediate for the synthesis of novel pyridine derivatives bearing different heterocyclic rings in order to study the additive effect of this ring toward tumor cell lines. Methods: 6-(Trifluoromethyl)-2-[3-(trifluoromethyl)phenyl]amino nicotinohydrazide 2 was synthesized in a series of synthetic steps and was used as key intermediate for the synthesis of compounds 3-(1,3,4- oxa/thiadiazol-2-yl)-6-(trifluoromethyl)-N-(3- trifluoromethyl) phenyl) pyridin-2-amine 4a,b, (3,5-dimethyl- 1H-pyrazol-1-yl derivatives) [6-(trifluoromethyl)-2-[3- trifluoromethyl) phenyl] amino pyridin-3- yl]methanone 5a,b, 6-8, 9a,b and 12a-c. Also, 6-(trifluoromethyl)-2-[3-(trifluoromethyl)phenyl]amino pyridin-3-carboaldhyde (15) was used as a key intermediate for the synthesis of novel series of pyridine derivatives with different heterocyclic ring (16-21). Results: Structures of the newly synthesized compounds were established by elemental analysis and spectral data. All the synthesized compounds were screened for their in vitro anticancer activity against liver cancer (HepG2), human colon cancer (HT-29) and human breast adenocarcinoma cell lines (MCF-7). Conclusion: All the synthesized compounds were investigated for their in vitro antitumor activity. Compounds 4b, 9a,b and 19 showed higher antitumor activity than the doxorubicin. Interestingly, pyridine with pfluorophenyl urea 12a demonstrated the most potent antitumor activity. The activity of these compounds is strongly dependent on the basic skeleton of the molecules and the nature of the heterocyclic ring attached to the pyridine moiety.
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Monier, Mohamed, Doaa Abdel-Latif, Ahmed El-Mekabaty, Başak D. Mert, and Khaled M. Elattar. "Advances in the Chemistry of 6-6 Bicyclic Systems: Chemistry of Pyrido[3,4- d]pyrimidines." Current Organic Synthesis 16, no. 6 (November 26, 2019): 812–54. http://dx.doi.org/10.2174/1570179416666190704113647.

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The aim of this work is to discuss the chemistry of pyrido[3,4-d]pyrimidines as one of the most important heterocyclic compounds with remarkable synthetic, biological and medical applications. In this overview, the chemistry of heterocyclic compounds incorporated the pyrido[3,4-d]pyrimidine scaffold as demonstrated by chemical reactions and different preparation processes. The anticipated compounds were synthesized from pyridine or pyrimidine compounds and a description of the reactivity of substituents attached to ring carbon and nitrogen atoms is discussed. On the other hand, the synthesis and reactions of fused heterocycles incorporated pyrido[3,4-d]pyrimidine scaffold is described. The diamine analogs included pyrido[3,4-d]pyrimidine core were reported as tyrosine kinase inhibitors. The chemical reactions of certain unexpected and chemically substantial compounds have been discussed.
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Li, Dongli, Panpan Wu, Ning Sun, Yu-Jing Lu, Wing-Leung Wong, Zhiyuang Fang, and Kun Zhang. "The Diversity of Heterocyclic N-oxide Molecules: Highlights on their Potential in Organic Synthesis, Catalysis and Drug Applications." Current Organic Chemistry 23, no. 5 (July 1, 2019): 616–27. http://dx.doi.org/10.2174/1385272823666190408095257.

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The synthesis and chemistry of heterocyclic N-oxide derivatives such as those from pyridine and indazole are very well-known due to their usefulness as versatile synthetic intermediates and their biological importance. These classes of organic compounds have been demonstrated in many interesting and amazing functionalities, particularly vital in the areas including metal complexes formation, catalysts design, asymmetric catalysis and synthesis, and medicinal applications (some potent N-oxide compounds with anticancer, antibacterial, anti-inflammatory activity, etc.). Therefore, the heterocyclic N-oxide motif has been successfully employed in a number of recent advanced chemistry and drug development investigations. In the present review, our primary aim was to provide a relevant summary focusing on the topics of organic synthesis and medical application potential of the compounds cited, which could be attractive and give some insights to researchers in the field. Therefore, we mainly highlight the importance of heterocyclic N-oxide derivatives including those synthesized from imidazole, indazole, indole, pyridazine, pyrazine, pyridine, and pyrimidine in organic syntheses and catalysis, and drug applications. Over the past years, a number of reviews have been published on the organic synthesis and catalysis of N-oxides. We thus concentrated on highlighting those rarely mentioned or recently reported systems.
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Zakirova, Gladis G., Dmitrii Yu Mladentsev, and Nataliya N. Borisova. "An Approach to Nonsymmetric Bis(tertiary phosphine oxides) Comprising Heterocyclic Fragments via the Pd-Catalyzed Phosphorylation." Synlett 31, no. 18 (August 26, 2020): 1833–37. http://dx.doi.org/10.1055/s-0040-1706419.

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Nonsymmetric tertiary phosphine oxides with different five- and six-membered heterocyclic fragments such as pyridine, 2,2′-bipyridine, 1,10-phenantroline, quinoline, imidazole, and thiazole were synthesized in good yields via the successive introduction of phosphine oxide groups into the initial dihalogenated heterocycles by means of Pd-catalyzed phosphorylation reaction. The synthesis of pyridine-type compounds is hindered by competing double coupling, while for five-membered heterocycles the principal difficulty is the dehalogenation. Both side processes were successfully suppressed by the use of an excess of a dihalide (which can be easily recovered during the product purification step), proper phosphine ligand for palladium, and nonpolar solvent such as toluene.
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Mercer, Frank W., and Martin T. McKenzie. "Dielectric and thermal characterization of fluorinated polyimides containing heterocyclic moieties." High Performance Polymers 5, no. 2 (April 1993): 97–106. http://dx.doi.org/10.1088/0954-0083/5/2/002.

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A series of fluorinated polyinides and fluorinated polyimides containing heterocyclic moieties were prepared and investigated to determine their dielectric constants, dielectric constants as a function of relative humidity (RH) and thermal properties. Thle fluorinated polyimides containing heterocyclic moieties were prepared from diamines containing pyridine, pyridazine, oxadiazole or benzoxazole moieties. The properties of the fluorinated heterocyclic-containing polyimides were compared with those of fluorinated polyimides prepared from aromatic diamines. In most cases, the introduction of heterocyclic moieties caused an increase in dielectric constant, an increase in the dielectric constant as a function of relative humidity and a decrease in thermal stability compared with the polyimides prepared with aromatic diamines.
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Abdel Hafez, Ali A., Ibrahim M. A. Awad, and Raga A. Ahmed. "New Heterocyclo-Substituted Pyrazolo[3,4-b]pyridine Derivatives." Collection of Czechoslovak Chemical Communications 58, no. 5 (1993): 1198–202. http://dx.doi.org/10.1135/cccc19931198.

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In this investigation and in continuance with our previous work in the synthesis of some heterocyclic compounds fused with pyridine moiety, we used 3-amino-4,6-diphenyl-1H-pyrazolo[3,4-b]pyridine (II) as starting material to synthesize many heterocyclic compounds containing pyrazolopyridine moiety.
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Khalifa, Mohamed E., and Adel A. Gobouri. "Biological screening and assessment of certain substituted monoazo heterocycles containing sulphur and / or nitrogen and their seleno like moieties." Polish Journal of Chemical Technology 19, no. 4 (December 1, 2017): 28–35. http://dx.doi.org/10.1515/pjct-2017-0064.

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Abstract The monoazo substituted five membered heterocycles, along with their seleno like moieties are still of interest in organic chemistry due to their medicinal and valuable applications. In continuation of our interest in the study of heterocyclic azo compounds containing sulphur and / or nitrogen heteroatoms, the synthesis of 5-aryl mono azo-thiazol-2-ylcarbamoyl-thiophene along with their seleno like derivatives of pyridine, pyridazine and quinolone, were accomplished. All the synthesized compounds were in vitro screening of their antioxidant activity, antitumor activity against Ehrlich ascites carcinoma cell EACC cell line and antimicrobial activity against various pathogenic microorganisms, such as Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli and Salmonella typhimurium) and fungi strains of Aspergillus flavus and Candida albicans. The structural–activity relationship was studied based on the obtained data.
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Mohareb, R. M., and S. M. Fahmy. "Reaction of Malononitrile and Ethyl Cyanoacetate: a Novel Synthesis of Polyfunctional Pyridine Derivatives." Zeitschrift für Naturforschung B 40, no. 11 (November 1, 1985): 1537–40. http://dx.doi.org/10.1515/znb-1985-1120.

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Malononitrile reacts with ethyl cyanoacetate to give a polyfunctional substituted pyridine derivative 5. The latter compound reacts with aniline, hydrazines and aromatic aldehydes to give condensated products. The active methylene of 5 couples with benzenediazonium chloride to give the phenylhydrazone derivative which cyclises readily to give a pyrido[2,3-d]pyridazine deriva­tive. 5 reacts with trichloroacetonitrile, and carbon disulphide to give fused heterocyclic deriva­tives.
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Xia, Liang, Yan Zhang, Jingbo Zhang, Songwen Lin, Kehui Zhang, Hua Tian, Yi Dong, and Heng Xu. "Identification of Novel Thiazolo[5,4-b]Pyridine Derivatives as Potent Phosphoinositide 3-Kinase Inhibitors." Molecules 25, no. 20 (October 12, 2020): 4630. http://dx.doi.org/10.3390/molecules25204630.

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A series of novel 2-pyridyl, 4-morpholinyl substituted thiazolo[5,4-b]pyridine analogues have been designed and synthesized in this paper. These thiazolo[5,4-b]pyridines were efficiently prepared in seven steps from commercially available substances in moderate to good yields. All of these N-heterocyclic compounds were characterized by nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS) analysis and tested for phosphoinositide 3-kinase (PI3K) enzymatic assay. The results indicated that these N-heterocyclic compounds showed potent PI3K inhibitory activity, and the IC50 of a representative compound (19a) could reach to 3.6 nm. The structure−activity relationships (SAR) study showed that sulfonamide functionality was important for PI3Kα inhibitory activity, and 2-chloro-4-florophenyl sulfonamide (19b), or 5-chlorothiophene-2-sulfonamide (19c) showed potent inhibitory activity with a nanomolar IC50 value. The pyridyl attached to thiazolo[5,4-b]pyridine was another key structural unit for PI3Kα inhibitory potency, and replacement by phenyl lead to a significant decrease in activity. Enzymatic Inhibition results showed that compound 19a inhibited PI3Kα, PI3Kγ, or PI3Kδ with a nanomolar IC50 value, but its inhibitory activity on PI3Kβ was approximately 10-fold reduced. Further docking analysis revealed that the N-heterocyclic core of compound 19a was directly involved in the binding to the kinase through the key hydrogen bonds interaction.
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Dissertations / Theses on the topic "Heterocyclic chemistry : Pyridine"

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Walji, Dhiran. "A radical approach towards the synthesis of novel pyridine and pyrimidine based heterocycles." Thesis, Available from the University of Aberdeen Library and Historic Collections Digital Resources, 2009. http://digitool.abdn.ac.uk:80/webclient/DeliveryManager?application=DIGITOOL-3&owner=resourcediscovery&custom_att_2=simple_viewer&pid=62164.

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Dincoflaz, Yasemin. "The Synthesis Of 6- And 7- Membered Heterocyclic Ring Systems Fused To Pyridine Ring." Master's thesis, METU, 2013. http://etd.lib.metu.edu.tr/upload/12615579/index.pdf.

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The synthesis of the nitrogen containing heterocyclic compounds is one of the leading research areas throughout the organic chemistry due to their significant activities in biological systems. Among the various biologically active molecules, pyridine-fused ring systems are of prime importance on the grounds of their proven clinical roles. The coupling reactions with 6-membered heterocyclic compounds and diazepines gave rise to new pharmalogical compounds in recent years. Therefore, our object was the synthesis of pyridine-fused 6- and 7-membered heterocycles. Starting from bromopyridine, two different methods were applied for the synthesis of target compounds. In the first part of the this thesis, coupling products were synthesized using Sonogashira coupling reaction. After synthesis of the coupling derivatives, ring-closure under the basic conditions generated the heterocyclic units without using any catalyzer. In the second part of study, nicotinic acid and pyridopyranone derivatives were synthesized by using intramolecular cyclization reactions. The formed products were conscientiously purified and characterized by means of spectroscopics method.
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Tittle, James Alfred. "Ab Initio Studies of High Temperature Pyrolysis Mechanisms in Heterocyclic Nitrogen-Containing Compounds." Digital Commons @ East Tennessee State University, 2000. https://dc.etsu.edu/etd/21.

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The decomposition mechanisms of various coal constituents undergoing pyrolysis are of great concern in environmental circles (especially those coal constituents containing nitrogen). Most methods of burning coal that are efficient involve doing so at high temperatures. This invariably results in a large portion of non-combusting coal being heated to high temperatures also causing pyrolysis of the original coal constituents. The end result of such pyrolysis is the production of a number of noxious gaseous products. If we are to design methods of reducing the amount of toxins that are produced from the industrial use of coal, it is necessary to understand the pyrolysis process mechanistically. Due to the great number of coal constituents, a reasonable approach to such a mechanistic study is to use a simpler model. Pyridine makes an excellent starting model upon which to build. Our study focuses on interpretation of proposed reaction channels from experimental work on pyridine, quinoline and isoquinoline shock-tube decomposition in light of new ab initio energy calculations using Gaussian 98. The pathways thus determined support the proposed pyrolysis mechanisms and agree with experimental evidence obtained from independent groups of researchers performing shock tube pyrolysis.
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Byrichetti, Kiranmai. "Synthesis and Structure of a Substituted Pyridazine." TopSCHOLAR®, 2011. http://digitalcommons.wku.edu/theses/1080.

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Pyridazines are heterocyclic compounds with an N-N bond in their ring structure. Heterocyclic aromatic compounds are of great interest as a result of their novel properties and commercial applications. Our current research is focused on the potential role of pyridazines in next generation electronic devices that utilize organics as the semiconducting material. The synthesis of 5, 6-fused ring pyridazines beginning from fulvenes (Scheme 1) is described herein. These fused heterocycles will serve as synthetic models and building blocks for potential organic or organometallic conducting polymers. Our goal was to modify the route of Snyder et al. previously reported for the direct synthesis of pyridazine 2. This required improved synthesis of fulvene 1 and higher yields of 5. Additionally, a thorough analysis of the x-ray data was obtained to better understand the 3D aspects of this compound (pyridazine 2).This route was quite general and features an efficient and convenient synthesis. Single crystal X-ray analysis confirms the molecular structure of pyridazine 2. Full synthesis and characterization of newly formed pyridazine 2 and Fulvene 1 are reported.
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Lansakara, Ashabha Indrashika. "Intramolecular cyclizations of alkyl pyridines & alkylidene dihydropyridines as synthetic intermediates toward synthesis of bis(piperidine) alkaloids." Diss., University of Iowa, 2016. https://ir.uiowa.edu/etd/2105.

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Nature provides fascinating and complicated molecular structures which offer synthetic organic chemists amazing opportunities for the design of new strategies for natural product synthesis. Among these, nitrogen containing aza-heterocycles are of unparalleled importance in natural product, bioorganic, and medicinal chemistry. Pyridine and its derivatives in particular are the most common aza-heterocycles encountered in natural products, medicinal and materials chemistry. Pyridine derivatives also serve as precursors to functionalized piperidines, which are likewise common structural motifs in bioactive and functionalized materials. Thus, developing synthetic methods suitable for the manipulation of pyridine ring systems remains an important objective in synthetic organic chemistry. The functionalization of pyridine derivatives via manipulation at the benzylic position has been investigated. First, the nucleophilicity of the benzylic position of the 4-alkyl pyridine substrates was used to engage in Brønsted acid-catalyzed aldol-like cyclizations with attached carbonyl electrophiles. These conditions afforded substituted pyridines with functionalized lactams. These substrates underwent an unusual dehydration/oxidation reaction when treated with thionyl chloride. In a similar study, 1,2-dialkylimidazoles afforded nucleophilic 2-alkylidene imidazolines upon treatment with an electrophilic activating group such as Boc2O. Positioning a ketone electrophile with in an N1-alkyl side chain results in cyclization at the imidazole 2-position to afford fused ring imidazoles through an aldol-like cyclization reaction. The stereoselective synthesis of a tricyclic analogue of the bis(piperidine) alkaloid xestoproxamine C was also investigated. Dearomatization of a tricyclic pyridine derivative afforded an alkylidene dihydropyridine (anhydrobase) intermediate which was subjected to catalytic heterogeneous hydrogenation to install the correct relative stereochemistry about the bis(piperidine) ring system. Other key features of these model studies included development of an efficient ring-closing metathesis procedure to prepare macrocyclic derivatives of 3,4-disusbstituted pyridines, intramolecular cyclizations of alkylidene dihydropyridines to establish pyridine-substituted pyrrolidines and piperidines, successful homologation of pyridine-4-carboxaldehydes using formaldehyde dimethyl thioacetal monoxide (FAMSO), and application of B-alkyl Suzuki coupling to assemble substituted pyridines. Lastly, a study was done to assess the feasibility of synthesizing one of the two chiral precursors needed for the asymmetric synthesis of xestoproxamine C via enzyme catalyzed transesterification of symmetric 1,3-diols. This resulted in successful transesterification of a symmetric 1,3-diol substrate with high enantioselectivity.
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Raux, Elizabeth A. "Synthesis of Selective 5-HT6 and 5-HT7 Receptor Antagonists." Digital Archive @ GSU, 2010. http://digitalarchive.gsu.edu/chemistry_theses/32.

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The development of novel selective 5-HT6 and 5-HT7 receptor antagonists is an ever-growing area of interest among medicinal chemists. The potential of developing a therapeutic agent useful as an antipsychotic or antidepressant, as well as the possibility to develop a drug for Alzheimer’s disease and obesity has led to an increase in synthesis of possible lead compounds. The synthesis of unfused biheteroaryl derivatives is described within. The derivatives have been evaluated for binding affinity at 5-HT2A, 5-HT6 and 5-HT7 receptors. The most potent 5-HT6 receptor antagonists include a benzene ring, a hydrophobic group and a protonated nitrogen atom. The most potent and selective compound synthesized is 1-[3-butyl-5-(thienyl)phenyl]-4-methylpiperazine. The binding site of the 5-HT7 receptor is similar to that of the 5-HT6 receptor and the most selective and potent 5-HT7 receptor antagonist also contains a potonated nitrogen atom and a hydrophobic group. The difference in selectivity between the 5-HT6 and 5-HT7 receptor antagonists is the aromatic ring. The most potent 5-HT7 receptor antagonist synthesized contains a pyridine ring instead of benzene, as in the 5-HT6 receptor antagonist. The most potent and selective 5-HT7 receptor antagonist is 1-[4-(3-furyl)-6-methylpyridin-2-yl]-4-methylpiperazine. The need to increase selectivity for both 5-HT6 and 5-HT7 receptors has led to the synthesis of flexible-chain linked derivatives and the results are described within.
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Fernandez, Beatriz. "New functionalisation chemistry of 2- and 4-pyridones and related heterocycles." Thesis, Loughborough University, 2016. https://dspace.lboro.ac.uk/2134/21685.

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New methodology for the synthesis of several 4H-pyrido[1,2-a]pyrimidin-4-ones has been developed from commercially available 2-aminopyridines and β-oxo esters catalysed by Montmorillonite under solvent-free conditions in good yields. This methodology was expanded for the synthesis of 4H-pyrimido[1,2-a]pyrimidin-4-one derivatives from 2-aminopyrimidine and different β-keto esters. The new methodology for the synthesis of N-alkylated 6-methyl 2-pyridones and N-alkylated 2-methyl 4-pyridones, from commercially available starting materials was developed. For the synthesis of N-alkylated 6-methyl 2-pyridones, 2-methoxy-6-methyl pyridine and a number of different alkylating reagents have been employed as starting materials. For the synthesis of N-alkylated 2-methyl 4-pyridones, 4-chloro 2-methyl pyridine was used successfully to make the desired pyridone in 3 steps. Selective mono-metallation at the 6-methyl substituent of N-alkylated 6-methyl 2-pyridones and N-alkylated 2-methyl 4-pyridones with n-BuLi/KHMDS at -78 °C proceeded smoothly, and the reactivity of the lithiated intermediates towards a wide range of electrophile (diketones, aldehydes, alkylating reagents) was studied. A straightforward synthesis of desirable 4H-quinolizin-4-one scaffolds by condensation of N-benzyl 6-methyl 2-pyridones with dicarbonyl compounds, and the formation of the desired quinolizinone after the condensation step was achieved. An unexpected quinolizinone bearing a fused β-lactam ring was isolated and its structure confirmed by single crystal X-ray diffraction analysis.
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Pchalek, Karin Chemistry Faculty of Science UNSW. "Design and synthesis of new ligands and heterocycles from activated indoles." Awarded by:University of New South Wales. School of Chemistry, 2004. http://handle.unsw.edu.au/1959.4/20584.

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For the purpose of incorporating indoles into organometallic complexes for catalysis, as well as in the generation of new heterocyclic systems, various reactions have been carried out at C2, C6 and C7 of the indole system. In order to achieve this, 3-substituted 4,6-dimethoxyindoles and 6-hydroxy- 4-methoxyindoles were necessary as starting materials. Consequently, a lithium-bromide-templated one-pot procedure for the synthesis of some 3-substituted 4,6-dimethoxyindoles and a selective demethylation procedure for 3-substituted 6-hydroxy-4-methoxyindoles were developed. Various kinds of novel methylene-bridged bi-, tri-, and tetradentate pyridyl-indole ligands were synthesised via Vilsmeier-Haack, Friedel-Crafts or electrophilic addition reactions on the indole heterocycle. However, their metal complexing properties were generally weak and variable. Nevertheless, some of the tridentate pyridylindole ligands showed strong anion binding to halides, whereas a remarkable ligand transformation occurred with a bidentate 2-pyridylindole ligand and zinc(II), giving a substituted indolo[2,3-c]pyrrolo-[3,2,1-ij]quinoline system. Two new types of tetradentate Schiff base ligands were prepared from 2-formyl-indoles and 7-formyl-6-hydroxyindoles, and diamines. These preformed ligands were reacted with first- and second-row transition metals to give neutral metal complexes. Novel heterocyclic systems such as 4H-pyrrolo[3,2,1-ij]quinolines, 3H-pyrrolo-[1,2-a]indoles, and 1H-furo[2,3-g]indoles were synthesised from 2-formyl-, 7-formyl-, and 6-hydroxyindoles, utilising mainly intra-molecular Wittig reactions, Claisen-Schmidt condensations or acid- and base-catalysed cyclisations. A common feature of the prepared 4H-pyrrolo[3,2,1-ij]quinolines and 3H-pyrrolo-[1,2-a]indoles was their intense fluorescent character, which was examined as well.
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Joshi, Madhur Satish. "Elaboration of azine and azole anhydrobases via intra- and intermolecular cyclizations for heterocycle construction." Diss., University of Iowa, 2017. https://ir.uiowa.edu/etd/5788.

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Aza-heterocycles such as pyridines, imidazoles, piperidines, etc. are ubiquitous structural motifs found in various natural products and pharmacologically active compounds. Thus, they are of unparalleled importance to synthetic, medicinal, and materials chemists. Despite their structural significance, organic transformations available for the functionalization of these heterocycles remain underdeveloped. The development of several synthetic methods to construct aza-heterocyclic building blocks is described in this thesis, which, in turn, should facilitate the assembly of more elaborate frameworks present in bioactive molecules. An intramolecular palladium catalyzed Mizoroki-Heck cyclization of 4-alkylidene dihydropyridines with tethered aryl iodide electrophiles is demonstrated. This provides access to substituted isoindolinones and oxindoles in high yields. An asymmetric variant of this reaction using chiral phosphine ligands delivers enantioenriched oxindoles and isoindolinones. Additionally, an intramolecular Mizoroki-Heck reaction for the synthesis of 2-substituted pyridine derivatives is also developed. An array of fused isoindolinones is constructed as a mixture of diastereomers and further manipulated using chemical transformations to yield the corresponding pyridine and piperdine derivatives. Moreover, a formal [3+2] cyclocondensation of alkylidene dihydropyridines and aryl diazonium salts has been discovered for the synthesis of triazole derivatives. Tertiary amides deliver substituted 1,2,4-triazolium salts, whereas, secondary amides provide substituted, neutral 1,2,4-triazoles in excellent yields, under mild reaction conditions. Furthermore, an intramolecular direct arylation of 2- and 4-substituted alkylpyridines is developed for the synthesis of 2,3- and 3,4-cyclized pyridines. It is shown that 4-alkylpyridines tethered to aryl halides participate in a palladium catalyzed direct arylation to give fused 7-membered lactams in excellent yields. Lastly, an intramolecular cyclization of 1,2-alkylimidazoles is reported. Alkylidene imidazolines tethered to electrophilic keto-amide sidechains participate in an aldol-like reaction to yield γ-lactam products in good yields as mixtures of diastereomers.
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Greenwood, Jeremy Robert. "Pyridazinediones and amino acid receptors: theoretical studies, design, synthesis, and evaluation of novel analogues." University of Sydney, Department of Pharmacology, 1999. http://hdl.handle.net/2123/394.

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http://www.pharmacol.usyd.edu.au/thesis This thesis is primarily concerned with a class of chemical compounds known as pyridazinediones, being 6-membered aromatic rings containing two adjacent nitrogen atoms (pyridazine), doubly substituted with oxygen. In particular, the work focuses on pyridazine-3,6-diones, derivatives of maleic hydrazide (1). Understanding of the chemistry of these compounds is extended, using theoretical and synthetic techniques. This thesis is also concerned with two very important classes of receptors which bind amino acids in the brain: firstly, the inhibitory GABA receptor, which binds g-aminobutyric acid (GABA) (2) in vivo, and for which muscimol (3) is an agonist of the GABAA subclass; secondly, Excitatory Amino Acid (EAA) receptors, which bind glutamate (4) in vivo, and in particular the AMPA subclass, for which (S)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid (AMPA) (5) is an agonist. The connection between pyridazinediones and amino acid receptors is the design, synthesis, and evaluation of structures based on pyridazinediones as potential GABA and EAA receptor ligands. Techniques of theoretical chemistry, molecular modelling, synthetic chemistry, and in vitro pharmacology are used to explore pyridazine-3,6-dione derivatives as ligands.
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Books on the topic "Heterocyclic chemistry : Pyridine"

1

Brown, D. J. The naphthyridines. Hoboken, N.J: Wiley, 2008.

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The Chemistry of Heterocyclic Compounds, The Naphthyridines (Chemistry of Heterocyclic Compounds: A Series Of Monographs). Wiley-Interscience, 2007.

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Taylor, Edward C., Desmond J. Brown, and Jonathan A. Ellman. Naphthyridines. Wiley & Sons, Incorporated, John, 2007.

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Ansell, Martin F. Supplements to the 2nd Edition of Rodd's Chemistry of Carbon Compounds : Heterocyclic Compounds : Part I: Six-Membered Heterocyclic Compounds with Two Hetero-Atoms from Group V of the Periodic Table: The Pyridazine and Pyrimidine Groups. Elsevier Publishing Company, 1995.

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Book chapters on the topic "Heterocyclic chemistry : Pyridine"

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Kilah, Nathan L., and Paul D. Beer. "Pyridine and Pyridinium-Based Anion Receptors." In Topics in Heterocyclic Chemistry, 301–40. Berlin, Heidelberg: Springer Berlin Heidelberg, 2010. http://dx.doi.org/10.1007/7081_2010_33.

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Brown, Ellis V. "Pyridine Alcohols." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 1–122. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186688.ch1.

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Brown, Ellis V. "Pyridine Alcohols." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 1–114. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186695.ch1.

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Koukal, Petr, Jan Ulč, David Nečas, and Martin Kotora. "Pyridine N-Oxides and Derivatives Thereof in Organocatalysis." In Topics in Heterocyclic Chemistry, 29–58. Cham: Springer International Publishing, 2017. http://dx.doi.org/10.1007/7081_2017_3.

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Abramovitch, R. A., and Elizabeth M. Smith. "Pyridine-1-Oxides." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 1–261. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186664.ch1.

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Yale, Harry L. "Organometallic Compounds of Pyridine." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 421–68. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186657.ch5.

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Yale, Harry L. "Organometallic Compounds of Pyridine." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 489–621. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186664.ch4.

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Mizzoni, Renat H. "Pyridine Aldehydes and Ketones." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 123–344. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186688.ch2.

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Mizzoni, Renat H. "Pyridine Aldehydes and Ketones." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 115–87. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186695.ch2.

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Newkome, G. R. "The Reviews of Pyridine Chemistry -1968-1982." In Chemistry of Heterocyclic Compounds: A Series Of Monographs, 635–58. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2008. http://dx.doi.org/10.1002/9780470186701.ch4.

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Conference papers on the topic "Heterocyclic chemistry : Pyridine"

1

Трофимов, Б., B. Trofimov, Н. Гусарова, and N. Gusarova. "The development of original methodologies of directed synthesis of le-Carbs their analogs and precursors base donacetylene and its derivatives." In Topical issues of translational medicine: a collection of articles dedicated to the 5th anniversary of the day The creation of a department for biomedical research and technology of the Irkutsk Scientific Center Siberian Branch of RAS. Москва: INFRA-M Academic Publishing LLC., 2017. http://dx.doi.org/10.12737/conferencearticle_58be81ec92d17.

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Abstract:
New reactions, which have been discovered and continue to be developed in A.E. Favorsky Irkutsk institute of chemistry SB RAS on the basis of acetylene, a product of oil, gas and coal processing and multi-faceted building block for organic synthesis, have been considered. These reactions provide for the shortest routes to construction of fundamental heterocyclic scaffolds (pyrroles, imidazoles, pyrazoles, indoles, pyridines, dihydropyridines, etc.) with desirable and optimum combination of functional pharmacophoric groups and fragments, which are responsible for antiviral (HIV, flu), antitumor, tuberculostatic and hypotensive activities.
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Salaheldin, Abdellatif, Lígia Rodrigues, and Ana Oliveira-Campos. "Heterocyclic Synthesis with Nitriles: Synthesis of Pyridazine and Pyridopyridazine Derivatives." In The 11th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2007. http://dx.doi.org/10.3390/ecsoc-11-01319.

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