Academic literature on the topic 'Azaindole'

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Journal articles on the topic "Azaindole"

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Belasri, Khadija, Ferenc Fülöp, and István Szatmári. "Solvent-Free C-3 Coupling of Azaindoles with Cyclic Imines." Molecules 24, no. 19 (October 4, 2019): 3578. http://dx.doi.org/10.3390/molecules24193578.

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By direct coupling 7-azaindole and cyclic imines, such as 3,4-dihydroisoquinoline, 6,7-dihydrothieno[3,2-c]pyridine, 3,4-dihydro-β-carboline, and 4,5-dihydro-3H-benz[c]azepine, new 3-substituted 7-azaindole derivatives have been synthesized. The reaction was extended to 4-azaindoles and 6-azaindoles, as electron-rich aromatic compounds. The lowest reactivity was observed in the case of C-3 substitution of 5-azaindole. In this case, the aza-Friedel-Crafts reaction took place by using 10 mol % of p-toluenesulfonic acid (p-TSA) as the catalyst. The role of the acid catalyst can be explained by the different pKa values of the azaindoles. All reactions were performed in solvent-free conditions by using both classical heating and microwave irradiation. In all cases, microwave heating proved to be more convenient to synthesize new C-3-substituted azaindole derivatives.
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Sharma, Neha, and Anurag. "7-Azaindole Analogues as Bioactive Agents and Recent Results." Mini-Reviews in Medicinal Chemistry 19, no. 9 (May 6, 2019): 727–36. http://dx.doi.org/10.2174/1389557518666180928154004.

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Azaindoles have been accepted as important structures having various biological activities in medicinal chemistry in novel drug discovery. Various azaindole derivatives have been used commercially and newer analogues are synthesized continuously. As in literature, azaindole is a very potent moiety, its derivatives displayed a number of biological activities such as kinase inhibitors, cytotoxic agents, anti-angiogenic activity, CRTh2 receptor antagonists, melanin agonists, nicotine agonists, effectiveness in alzheimer disease, cytokinin analogs, Orai inhibitors in asthma and chemokine receptor- 2 (CCR2) antagonists. This review consists of biological activities of various azaindole analogs, reported so far, and their structure activity relations, along with future perspectives in this field.
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Pan, Changduo, Yun Wang, Chao Wu, and Jin-Tao Yu. "Iridium-catalyzed C–H phosphoramidation of N-aryl-7-azaindoles with phosphoryl azides." Organic & Biomolecular Chemistry 16, no. 20 (2018): 3711–15. http://dx.doi.org/10.1039/c8ob00776d.

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Chong, Delano P. "Computational Study of the Electron Spectra of Vapor-Phase Indole and Four Azaindoles." Molecules 26, no. 7 (March 30, 2021): 1947. http://dx.doi.org/10.3390/molecules26071947.

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After geometry optimization, the electron spectra of indole and four azaindoles are calculated by density functional theory. Available experimental photoemission and excitation data for indole and 7-azaindole are used to compare with the theoretical values. The results for the other azaindoles are presented as predictions to help the interpretation of experimental spectra when they become available.
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Noble, Jennifer A., Ernesto Marceca, Claude Dedonder, and Christophe Jouvet. "Influence of the N atom and its position on electron photodetachment of deprotonated indole and azaindole." Physical Chemistry Chemical Physics 22, no. 46 (2020): 27290–99. http://dx.doi.org/10.1039/d0cp03609a.

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Nowak, Maciej J., Igor Reva, Hanna Rostkowska, and Leszek Lapinski. "UV-induced hydrogen-atom transfer and hydrogen-atom detachment in monomeric 7-azaindole isolated in Ar and n-H2 matrices." Physical Chemistry Chemical Physics 19, no. 18 (2017): 11447–54. http://dx.doi.org/10.1039/c7cp01363a.

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Upon UV excitation, the N1H form of 7-azaindole isolated in an Ar matrix transforms into N7H, C3H tautomers and the 7-azaindolyl radical; whereas only C3H and 7-azaindolyl radical products are photogenerated in solid H2 environment.
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Poitras, Jacques, and André L. Beauchamp. "Reactions of 7-azaindole with niobium and tantalum pentachlorides and coupling to the azaindolyl-azaindolium cation." Canadian Journal of Chemistry 72, no. 7 (July 1, 1994): 1675–83. http://dx.doi.org/10.1139/v94-211.

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The reaction of NbCl5 and TaCl5 with 7-azaindole (Haza) at room temperature in benzene or dichloromethane yielded MCl5(Haza) addition compounds. Under more severe conditions, the same compound was obtained with TaCl5. For NbCl5, some reduction to Nb(IV) was observed and NbCl5(Haza), NbCl4(Haza)2, and the (H2aza)+ ion were identified in the reaction mixture by infrared spectroscopy. Oxidative coupling of two azaindole units via N7—C6 also took place during the reaction, since the 7-(azaindol-6-yl)azaindolium cation was found as counter-ion in the crystal structures of two complex salts. In the crystals of (H2aza-aza)[NbOCl4(Haza)]•0.5CH2Cl2([Formula: see text]a = 7.255 Å, b = 12.412 Å, c = 14.277 Å, α = 89.03°, β = 85.60°, γ = 76.66°, Z = 2, R = 0.062), the anion is the roughly octahedral [NbOCl4(azaindole)]− species containing a neutral N7-coordinated azaindole trans to the Nb=O bond. The [NbOCl5]2− salt ([Formula: see text]a = 7.527 Å, b = 10.168 Å, c = 10.467 Å, α = 66.41°, β = 84.07°, γ = 85.51°, Z = 1, R = 0.037) contains the distorted octahedral [NbOCl5]2− ion disordered over two orientations. The infrared spectra suggest monomeric octahedral structures for the MCl5(Haza) and NbCl4(Haza)2 complexes. 1H NMR spectroscopy shows that NbCl5(Haza) is not dissociated in CD2Cl2.
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Dufour, Pascal, Yves Dartiguenave, Michèle Dartiguenave, Nathalie Dufour, Anne-Marie Lebuis, Francine Bélanger-Gariépy, and André L. Beauchamp. "Crystal structures of 7-azaindole, an unusual hydrogen-bonded tetramer, and of two of its methylmercury(II) complexes." Canadian Journal of Chemistry 68, no. 1 (January 1, 1990): 193–201. http://dx.doi.org/10.1139/v90-025.

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Crystals of 7-azaindole ([Formula: see text], a = 11.312(4), b = 14.960(6), c = 15.509(5) Å, α = 102.86(3), β = 108.78(3), γ = 90.71(3)°, Z = 16, R = 0.052) contain tetrameric units of approximate S4 symmetry, in which the molecules are associated by means of four complementary N—H … N hydrogen bonds. [CH3Hg(7-azaindole)]NO3 ([Formula: see text], a = 7.818(3), b = 7.884(3), c = 9.135(4) Å, α = 97.89(3), β = 109.13(3), γ = 103.28(3)°, Z = 2, R = 0.039) contains well-separated nitrate ions and complex cations in which the methylmercury group is linearly bonded to the pyridine nitrogen atom, whereas the five-membered ring remains protonated. In the neutral [CH3Hg(azaindolate)] complex ([Formula: see text], a = 10.926(10), b = 11.333(8), c = 11.647(10) Å, α = 92.13(8), β = 104.83(9), γ = 111.86(7)°, Z = 6, R = 0.048), methylmercury groups have substituted the N—H proton in the five-membered ring for the three symmetry-independent molecules. Intermolecular secondary Hg … N bonds are found with pyridine nitrogens. Keywords: azaindole, methylmercury, crystal structure.
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Bilodeau, Denis, and André L. Beauchamp. "Methyl- and phenylmercury complexes of azaindolyl–azaindole." Inorganica Chimica Acta 261, no. 1 (August 1997): 7–13. http://dx.doi.org/10.1016/s0020-1693(96)05571-5.

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Poitras, Jacques, and André L. Beauchamp. "Preparation and characterization of azaindolyl-azaindole and structure of its halogen-free dicationic cluster containing the µ4-oxotetracopper(II) core." Canadian Journal of Chemistry 72, no. 11 (November 1, 1994): 2339–47. http://dx.doi.org/10.1139/v94-298.

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Refluxing NbCl5 and excess 7-azaindole (Haza) in benzene yielded a solid mixture containing NbCl5(Haza), NbCl4(Haza)2, the azaindolium ion (H2aza)+, and the azaindolyl-azaindolium ion (H2aza-aza)+. The neutral (Haza-aza) molecule was obtained from the hydrolysed mixture and shown by X-ray diffraction (monoclinic, P21/c, a = 10.025, b = 13.758, c = 8.416 Å, β = 102.89°, Z = 4, R = 0.035) to result from the coupling of two azaindole units via N7—C6′. This compound was the only oxidation product detected, but concurrent formation of other niobium- and (or) azaindole-containing products keeps the yield of Haza-aza low. Dark green crystals of [Cu4O(aza-aza)4]Cl2•6.5H2O were obtained from (Haza-aza) and CuCl2 in wet methanol. The crystal structure (monoclinic, C2/c, a = 17.704, b = 25.240, c = 14.457 Å, β = 116.14°, Z = 4, R = 0.051) shows the presence of a tetranuclear dicationic cluster consisting of a µ4-oxide ion surrounded by a tetrahedron of Cu(II) atoms. A distorted square-planar coordination is achieved about each copper atom by (aza-aza)− ligands each bridging two copper atoms and providing a third nitrogen donor to one of them. For each such cation, the unit cell also includes two chloride ions and 6.5 disordered lattice water molecules. The 1H NMR and infrared spectroscopy data are discussed.
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Dissertations / Theses on the topic "Azaindole"

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Pogozhev, Dmitry. "Sequential construction of crystalline heterometallic architectures based on 7-azaindole and dipyrrin ligands." Strasbourg, 2010. http://www.theses.fr/2010STRA6060.

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Les polymères de coordination revêtent un grand intérêt de par leurs applications potentielles dans les domaines de la catalyse ou du stockage de gaz, par exemple. Alors que la majorité des architectures décrites sont homométalliques, l'obtention de leurs analogues hétérométalliques représente un défi synthétique. En effet, une approche «one-pot)), par principe, peut mener à un mélange statistique de composés homo- et hétérométalliques. Afin de résoudre ce problème, une stratégie séquentielle a été mise au point. Elle repose sur l'utilisation de ligands portant des pôles de coordination différenciés. Celte voie a été développée à partir de ligands dérivés du 7-azaindole et de la dipyrrine. Dans une première partie, des dérivés fonctionalisés du 7-azaindole ont été synthétisés et utilisés comme ligands pour la préparation de complexes et de réseaux à base de Cu(II). Dans une deuxième partie, des dérivés de la dipyrrine portant un groupement imidazolyle, pyrazolyle ou pyridyle périphérique ont été préparés ainsi que leurs complexes hétéroleptiques de Cu (II) et Co(III). Ces composés forment par auto-assemblage avec des sels d'argent, : AgX, des architectures hétérométalliques ' mono- et bi-dimensionnelles. L'organisation de ces réseaux est influencée la nature de l'anion X-. Dans une troisème et dernière partie, un ligand comprenant à la fois les noyaux dipyrrine et 7-azaindole a été synthétisé. Ce dernier groupement montre une récurrence d'un motif auto-complémentaire de liaison hydrogène. Ainsi, les complexes obtenus par coordination de la fonction dipyrrine à des métaux divalents tels que Ni(II), Cu(lI) et Zn(lI) forment des réseaux unidimensionnels
Coordination polymers have altracted considerable interest over the past few years owing to their potential application in gas storage or catalysis, for example. While the vast majority of these compounds are homometallic systerns, the synthesis of heterometallic architectures remains challenging. Indeed, a one-pot synthetic approach in principle leads to a statistical mixture of homo- and hetero-metallic assemblies. To circumvent this synthetic issue, a sequential approach has been developed. The lalter relies on the use of ligands bearing differentiated coordination sites hence allowing the stepwise elaboration of heterornetallic architectures. This approach has been explored by ligands based on the 7-azaindole and dipyrrin moieties. Ln a first parI, functionalized 7-azaindole derivatives have been synthesized and employed as ligands for the preparation of Cu(II) discrete complexes and networks. In a second part of the work, novel dipyrrin appended with imidazolyl, pyrazolyl or pyridyl groups have been prepared and used as ligands for the synthesis of heteroleptic Cu(lI) and Co(III) complexes. These species form mono- and bi-dimensional networks upon assembly with sil ver salts, AgX. The solid state arrangement of these species is influenced by the nature of the X- anion. In a third and final parI, a ligand incorporating both a dipyrrin and a 7-azaindole has been conceived and prepared. The lalter shows a recurrent hydrogen bonding motif that leads to the formation of one-dimensional networks upon coordination of, divalent metals such as Ni(II), Zn(lI) and Cu (II) by the dipyrrins
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Saab, Fabienne. "Inhibiteurs de la voie Raf/MEK/ERK : synthèse de composés à structure 4-azaindolique et évaluation de leur efficacité par la mise au point de tests TR-FRET." Phd thesis, Université d'Orléans, 2010. http://tel.archives-ouvertes.fr/tel-00503901.

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Afin de corriger la suractivation de la voie de signalisation Raf/MEK/ERK observée dans 30 % des cancers,nous avons choisi d'inhiber la kinase Raf-1. Les inhibiteurs potentiels de Raf-1 ont été conçus avec un cyclecentral original 4-azaindolique. Pour apporter de la diversité fonctionnelle au niveau des sommets C-2 et C-5lors de la synthèse, nous avons optimisé deux méthodes à partir du synthon 5-méthoxy-4-azaindole-Nphénylsulfonyle.La première est une réaction de lithiation du sommet C-2 suivie de la condensation dedifférents électrophiles et la deuxième est la C-arylation ou N-arylation du sommet C-5 à partir du dérivétriflate en 5 via des réactions de couplage pallado-catalysées de type Suzuki et Buchwald, respectivement.Ces deux méthodes ont permis d'aboutir à 2 séries de composés : une première série fonctionnalisée enposition N-1 et C-5 du noyau 4-azaindole et une deuxième série substituée en position C-5 et C-2.Pour tester les nouveaux inhibiteurs synthétisés et un inhibiteur naturel appelé PEBP, nous avons mis aupoint des tests d'activité in vitro sur l'ensemble de la cascade Raf/MEK/ERK et sur chacune des 3 kinases.Les tests ont été développés avec 2 méthodes de TR-FRET, Lance UltraTM et LanthascreenTM, et ont étévalidés avec des inhibiteurs commerciaux et comparés par rapport à la méthode radioactive PFBA.Au total, 30 produits finaux ont été évalués in vitro sur la kinase Raf-1. Grâce aux plateformes duCancéropôle GO, les produits ont aussi été testés sur 6 lignées de cellules cancéreuses et sur les kinasesdu cycle cellulaire DYRK1A, GSK3 et CDK5. Plusieurs molécules ont montré une activité antitumoraleencourageante de l'ordre du μM et un composé a été identifié comme inhibiteur de Raf-1 avec une valeurd'IC50 de 9,8 μM et une cytotoxicité sélective vis-à-vis des cellules du foie Huh7 (IC50 = 3 μM).
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Couhert, Audrey. "Conception de ligands mixtes mélatoninergiques et sérotoninergiques à structure azaindolique et furopyridinique." Thesis, Orléans, 2015. http://www.theses.fr/2015ORLE2008/document.

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La mélatonine est une neurohormone sécrétée en période nocturne dans la glande pinéale. Elle régule les rythmes biologiques et influe sur différents processus physiologiques. Son implication ainsi que celle de la sérotonine, un neurotransmetteur, dans certains troubles de l’humeur font des récepteurs associés à ces deux hormones (MT1, MT2 et 5-HT2C respectivement) des cibles innovantes pour le développement de nouveaux antidépresseurs. Dans le cadre de cette thèse, des ligands mixtes mélatoninergiques et sérotoninergiques en série 7-azaindolique ont été synthétisés et testés biologiquement. L’élaboration de dérivés furo[3,2-b]pyridiniques a permis d’évaluer le potentiel biologique de ce squelette original et de mettre au point une nouvelle méthode de synthèse de ce motif. Ces travaux ont également été l’occasion d’étudier l’influence sur l’affinité et l’activité mélatoninergiques de la présence de différents groupements aryles plus ou moins volumineux en position 2 du noyau. Le dernier objectif a consisté dans le développement d’une voie d’accès à des analogues furopyridiniques tricycliques. Le raisonnement méthodologique poursuivi réside dans la mise en place d’une séquence réactionnelle permettant d’accéder aux structures désirées via une procédure courte et efficace
Melatonin is a neurohormone secreted in the pineal gland during dark phases. This regulator of the biological clock is thus involved in several physiological process. Melatonin and serotonin, a neurotransmitter, are involved in some mood disorders, leading to consider associated receptors (MT1, MT2 and 5-HT2C respectively) as innovative targets for the development of new antidepressant.During this PhD, some 7-azaindolic ligands with both melatoninergic and serotoninergic activity were synthesized and tested from a biological point of view.Elaboration of furo[3,2-b]pyridinic derivatives allow us to evaluate the biological potential of this scaffold and to develop a new synthetic pathway to this pattern. This work has been the opportunity to study the influence of bulky aryl groups at C2 position over affinity and activity of these molecules towards melatoninergic receptors.The last aim consisted in developing a new methodology to access tricyclic furopyridinic analogues with a short and efficient chemical sequence
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Zhou, Qingqing. "Design Synthesis and Biological Evaluation of DYRK1A Inhibitors." Thesis, The University of Sydney, 2017. http://hdl.handle.net/2123/17716.

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DYRK1A is a dual-specificity protein kinase that catalyses not only autophosphorylation on its tyrosine residue but the phosphorylation of serine and threonine residues in its substrates. DYRK1A has been shown to be important for phosphorylation of tau protein and has also been identified as a Down syndrome candidate gene. DYRK1A overexpression has also been found in cancer cells, particularly in glioblastoma, which represents 15% of brain tumours. The increased phosphorylation of sprouty2 mediated by DYRK1A blocks the EGFR degradation as a result of overexpression of EGFR in the cell surface, and the enhanced EGFR signalling eventually leads to tumour survival. On the contrary, DYRK1A inhibition has been found to promote EGFR degradation in glioblastoma cells by triggering the endocytosis and lysosomal degradation, thus reducing the self-renewal ability of tumourigenic cells. Development of small molecule inhibitors of DYRK1A therefore provides attractive treatment strategies. A recently discovered lead compound, DANDY represents one chemotype of the most potent DYRK1A inhibitors. The work in this thesis explores the importance of the 7-azaindole skeleton to DYRK1A inhibition through the systematic modification to structural features of DANDY. The sequential selectivity of promising inhibitors over other off-targets such as DYRK1B, DYRK2 and CLK1, as well as the functional activity against glioblastoma cells has also been explored. Preliminary kinase inhibition assays together with cell viability assays have shown promising trends towards the correlation between DYRK1A inhibition activities and cellular efficacies in vitro. In this thesis, several promising compounds have shown inhibition for DYRK1A with IC50 values being < 50 nM. These compounds have also played effective roles for the in vitro treatment of glioblastoma cell viability assays.
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Kallinen, Annukka. "The Design, Synthesis and Evaluation of Novel CB2 Ligands." Thesis, The University of Sydney, 2019. https://hdl.handle.net/2123/21461.

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The pathophysiology of brain injury and a variety of neurodegenerative diseases involves an inflammation cascade that causes neuronal loss and damage in the central nervous system (CNS) over time. A diagnostic tool that could allow earlier detection and intervention of neuroinflammation is currently missing. Under inflammatory conditions, an increase in the expression of cannabinoid receptor 2 (CB2) is observed in microglia that are the resident macrophages in CNS. Thus, CB2 represents a potential imaging biomarker and a therapeutic target for neuroinflammatory diseases. The aim of this work was to develop specific 18F-radioligands (T1/2 = 109.7 min) targeted at CB2 for the detection of activated microglia in vivo by positron emission tomography (PET). The first compound series consisted of fluorinated benzimidazole 5-sulfones. Several derivatives were found to show low nanomolar CB2 potency and excellent selectivity over CB1 subtype. Selected ligands with high CB2 binding affinity were radiolabelled and isolated with non-decay corrected (ndc) radiochemical yield (rcy) of 2040%, with high radiochemical purity (>95%), molar activity of 200 GBq/mol and good formulation stability. The radioligand candidates were observed to show low brain uptake in healthy rats, as expected in baseline conditions. The second series comprised of fluorinated azaindoles that were found to display restricted structure-activity relationship, with few analogues showing low nanomolar CB2 activity and sufficient subtype selectivity. The first ligand candidate was labelled using Cu-mediated 18F-fluorination with 10% rcy (ndc), high radiochemical purity (>95%) and formulation stability. The radioligand showed rapid uptake in CB2-rich spleen and had promising uptake in healthy rat brain. To summarise, the compounds investigated showed excellent in vitro and promising in vivo properties. As the next step, the CB2-specificity will be studied in greater detail in suitable neuroinflammation models.
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Girard, Anne-Lise. "Hétérocyclisation par carbolithiation intramoléculaire d’alcynes. Applications à la construction de polyhétérocycles aromatiques." Rouen, 2007. http://www.theses.fr/2007ROUES043.

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Une réaction de cyclisation par carbométallion intramoléculaire d’alcynes ou d’alcènes a été appliquée à la synthèse d’hétérocycles binucléaires ([4. 3. 0] et [3. 3. 0]). Ce travail décrit plus particulièrement l’hétérocyclisation de composés aromatiques porteurs d’une chaîne propargylique terminée par un groupe acétal. Cette réaction de carbolithiation permet notamment de transformer des éthers et des amines aromatiques en 3-vinyl benzofuranes ou indoles via une séquence domino cyclisation-élimination. Une étude mécanistique de chaque étape nous a permis de détailler cette séquence réactionnelle grâce à des travaux expérimentaux, menés en parallèle à une étude théorique DFT. Un intermédiaire dihydrobenzofuranique non attendu, porteur d’une double liaison exocyclique E, a été obtenu avec un bon rendement et une sélectivité inédite. Ces résultats permettent de mieux appréhender le « moteur » thermodynamique de la cyclisation et surtout l’origine de la stéréosélectivité de la séquence. Des modifications structurales ont pu être apportées aux systèmes aromatiques de départ afin d’estimer les cibles hétérocycliques susceptibles d’être atteintes. Nous avons ainsi accédé à un squelette azaindole, isostère du noyau indolique présentant un intérêt paharmaceutique, avec de très bons rendements et une bonne stéréosélectivité. Dans le but d’élargir le champ des transformations synthétiques possibles sur l’intermédiaire vinylmétal résultant de la carbométallion intramoléculaire, cette étude a été étendue à d’autres métaux ( en particulier le magnésium). Nous avons également cherché à identifier les fonctions en position propargylique terminale qui sont favorables à l’hétérocyclisation. Dans le cas du magnésium, nous avons montré que la présence d’un motif acétalique acyclique de nos substrats originels est nécessaire pour que la cyclisation puisse avoir lieu, comme pour la carbolithiation. Enfin, nous avons tenté d’étendre le champ d’application via une nouvelle cyclisation par aminométallion intramoléculaire. Un hétérocycle [4. 4. 0] a ainsi été obtenu avec un rendement modeste
A ring closing reaction based on the intramolecular carbometallation of alkynes or allenes has been applied to the synthesis of [4. 43. 0] and [3. 3. 0] binuclear heterocycles. The work has been mainly applied to aromatic substrates bearing a propargylic lateral chain ended with an acetal appendage. The carbolithiation transforms aromatic ethers and amines into 3-vinyl-benzofuranes and -indoles via a cyclization-elimination domino sequence. The intimate mechanism of this procedure has been studied in details thanks to a parallel theoritical and experimental investigation. An unexpected dihydrobenzofuran intermediate has been obtained in good yoelds and with an unprecedented E selectivity. These results provide hints on the thermodynamics of the cyclization and on the origin of the selectivities of the overall sequence. Alteractions brought to the aromatic starting material have also given a few clues about possible heterocyclic targets. We have thus been able to access an azaindole skeleton, a pattern highly regarded in pharmacy for its indole-like properties, in high yield and selectivities. In an attempt to extend the scope of the synthetic possibilities opened by the carbometallion applied to the heterocyclization, we have next tried to take advantage of other metals, and in particular magnesium. As in carbolithiation, we have also probed the sensivity of the cyclization to structural alterations on the propargylic substrates. The results show that an open-chain acetal attachment is required for the cyclization to proceed smoothly. Finally, we have tried to further extend the field of applications by studying an intramolecular aminometallion of an alkyne. In one case could a [4. 4. 0] heterocycle be obtained, however in modest yields
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Wu, Qingguo. "Luminescent organic and organometallic compounds based on 7-azaindole, 2,2'-dipyridylamine, 8-hydroxyquinoline and derivatives and their electroluminescent applications." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 2000. http://www.collectionscanada.ca/obj/s4/f2/dsk1/tape2/PQDD_0010/NQ52866.pdf.

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Bronner, Catherine. "Complexes cyclométallés coordinants pour la construction d'assemblages hétérométalliques." Strasbourg, 2010. https://publication-theses.unistra.fr/public/theses_doctorat/2010/BRONNER_Catherine_2010.pdf.

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L’utilisation de composés moléculaires coordinants et modulables (nature, nombre, différenciation et disposition des sites de coordination) pour la construction séquentielle de matériaux ou d’assemblages moléculaires finis offre de nombreuses possibilités conceptuelles et synthétiques. Les complexes métalliques sont en particulier de très intéressantes briques de construction en raison de la diversité de leurs propriétés physiques ajustables (magnétique, optique, électrochimique). Nous nous sommes intéressés plus particulièrement au cours de ce travail à l’utilisation de fragments cyclométallés permettant d’introduire une propriété de luminescence au sein des complexes. Le premier chapitre traite ainsi de l’utilisation conjointe d’un ligand cyclométallant et des ligands de type dipyrrine pour la formation de complexes de platine, palladium et iridium. Les propriétés photophysiques de ces composés ont été caractérisées et démontrent la luminescence de ces composés. La formation d’assemblages discrets hétérobinucléaires a permis d’étudier une synergie entre les deux centres métalliques. Le second chapitre s’articule autour de ligands ène-dithiolates pour l’obtention de complexes de platine et de palladium. Un nouveau ligand cyclométallant a également été employé dans le but de tendre vers des architectures infinies. Enfin, des ligands pontants de la famille des 7-azaindole ainsi que des 2-thiopyridine ont été mis à profit pour la formation de dimères de platine. L’oxydation de ces composés homobimétalliques et leur fonctionnalisation ont été abordées
The use of coordinating molecular species with tuneable features (nature, number, differentiation and disposition of the coordination sites) for the step-by-step construction of materials or discrete supramolecular assembly offers many conceptual and synthetic possibilities. Metallic complexes are especially very attractive building blocks because of the diversity of their adjustable physical properties (magnetical, optical, electrochemical). In this work, cyclometallated fragments have particularly being use owing to the potential luminescence of their complexes. The first chapter deals with the use of a cyclometallating ligand and a ligand from the dipyrrin family for the preparation of platinum, palladium and iridium complexes. Their photophysical properties were characterized and have shown that these species are luminescent. The formation of discrete heterobinuclear assemblies has been investigated towards a synergy between the two metallic centres. The second chapter is based on ene-dithiolate ligands to afford platinum and palladium complexes. A new cyclometallating ligand was employed to aim at infinite architectures. Finally, bridging ligands from the 7-azaindole family as well as the 2-thiopyridine were used to form platinum dimmers. The oxidation of these homobimetallic compounds as well as their functionalization has been investigated
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9

Lefoix, Myriam. "Synthèse de 5-azaindolocarbazoles.Evaluation de leur activité antitumorale." Phd thesis, Université d'Orléans, 2005. http://tel.archives-ouvertes.fr/tel-00148832.

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Le cancer est un problème de santé publique majeur. La recherche en chimiothérapie
progresse, afin de développer de nouveaux composés plus spécifiques, diminuant les effets
secondaires et les phénomènes de résistance. Les indolocarbazoles, molécules naturelles aux
propriétés antitumorales, représentent un outil de choix pour cette thérapie. Les
modifications réalisées sur ce squelette, à savoir le remplacement d'une sous-structure
indolique par un 5-azaindole, ont permis de synthétiser des 5-azaindolocarbazoles.
Une étude approfondie de la réactivité du 5-azaindole a été nécessaire. La fonctionnalisation
des sommets 2 ou 3, réalisée au cours de diverses réactions, autorise la synthèse de composés
plus complexes. Elle a déjà permis d'accéder aux différents 5-azaindolocarbazoles ciblés. Les
activités biologiques, particulièrement intéressantes, sont également rapportées dans le
document.
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Le, Fouler Vincent. "Etude de la réactivité des pyrimidines dans des réactions de Diels-Alder à demande électronique inverse." Thesis, Strasbourg, 2019. http://www.theses.fr/2019STRAF022.

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La séquence ihDA/rDA est une transformation d’intérêt en synthèse organique en raison de la complexité structurelle à laquelle elle donne accès facilement. A ce jour l’utilisation des pyrimidines dans de telles séquences est encore peu explorée en raison de leur faible réactivité. Dans ce manuscrit sont décrites deux stratégies impliquant des pyrimidines dans une séquence ihDA/rDA pour la synthèse de 4-azaindolines et de 7-azaindazoles. Dans le cadre de la synthèse des 4-azaindolines, les travaux rapportés se concentrent sur la synthèse d’une série d’intermédiaires clés de la synthèse des 4-azaindolines, les N-vinylynamides. Dans le cadre des 7-azaindazoles, une synthèse en 3 à 5 étapes de l’hétérocycle est rapportée utilisant la séquence ihDA/rDA comme étape clé. 30 exemples sont illustrés, ainsi que les résultats faisant suite à un suivi de réactivité, une étude théorique, une montée en échelle et enfin une application concrète de cette nouvelle méthodologie par application sur un composé bioactif connu
IhDA/rDA sequence is a very useful transformation for organic synthesis, allowing an easy access to hetero polycyclic structures. Pyridimines reactivity has been under-investigated due to their low reactivity in such sequence. In this manuscript are described two strategies using them in ihDA/rDA sequence for the synthesis of 4-azaindolines and 7-azaindazoles. For the 4-azaindolines, the results reported are focused on the synthesis of key intermediates of the synthesis, N-vinylynamides. For the 7-azaindazoles, a short and efficient synthesis has been developed using the ihDA/rDA sequence as a key step. 30 molecules had been made that way, followed by a reactivity study, a theorical study, a scale-up perspective and finally an application of our new methodology on a bioactive compound
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Book chapters on the topic "Azaindole"

1

Négrerie, M., F. Gai, J. C. Lambry, J. L. Martin, and J. W. Petrich. "Excited-State Processes of 7-Azaindole." In Ultrafast Phenomena VIII, 621–23. Berlin, Heidelberg: Springer Berlin Heidelberg, 1993. http://dx.doi.org/10.1007/978-3-642-84910-7_200.

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Nakajima, A., Y. Negishi, R. Hasurni, and K. Kaya. "Photoelectron spectroscopy of 7-azaindole—water cluster anions." In The European Physical Journal D, 303–7. Berlin, Heidelberg: Springer Berlin Heidelberg, 1999. http://dx.doi.org/10.1007/978-3-642-88188-6_57.

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Plewe, Michael B., and Ted W. Johnson. "Azaindole Hydroxamic Acids are HIV-1 Integrase Inhibitors." In HIV-1 Integrase, 265–74. Hoboken, NJ, USA: John Wiley & Sons, Inc., 2011. http://dx.doi.org/10.1002/9781118015377.ch18.

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Redondo, Carmen M., and David C. Clary. "Femtodynamics of Double Proton Transfer in 7-azaindole Dimer." In Lecture Notes in Chemistry, 291–94. Berlin, Heidelberg: Springer Berlin Heidelberg, 2000. http://dx.doi.org/10.1007/978-3-642-57051-3_22.

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5

Gai, F., R. L. Rich, Y. Chen, and J. W. Petrich. "Probing Solvation by Alcohols and Water with 7-Azaindole." In Structure and Reactivity in Aqueous Solution, 182–95. Washington, DC: American Chemical Society, 1994. http://dx.doi.org/10.1021/bk-1994-0568.ch013.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of niobium(IV) tetrachloride adduct of 7-azaindole." In Magnetic Properties of Paramagnetic Compounds, 861–62. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-49202-4_420.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of copper(II) chloride adduct of 7-azaindole." In Magnetic Properties of Paramagnetic Compounds, 29. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53974-3_12.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of chloro-copper(II) complex of 7-azaindole." In Magnetic Properties of Paramagnetic Compounds, 30–31. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53974-3_13.

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Pardasani, R. T., and P. Pardasani. "Magnetic properties of chloro-oxo-copper(II) complex of 7-azaindole." In Magnetic Properties of Paramagnetic Compounds, 32–33. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53974-3_14.

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Swathi, Konda, Galla Rajitha, and Manda Sarangapani. "Synthesis and Characterization of Biologically Significant 5-[N,N-dialkylamino alkoxy] azaindole 2-one, 3-thiosemicarbazones and 5-[N,N-dialkylamino alkoxy] azaindole 3-hydrazone, 2-ones." In Advances in Experimental Medicine and Biology, 189–98. Cham: Springer International Publishing, 2020. http://dx.doi.org/10.1007/978-3-030-32633-3_27.

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Conference papers on the topic "Azaindole"

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CARD, D. A., D. E. FOLMER, E. S. WISNIEWSKI, and A. W. CASTLEMAN. "COVARIANCE MAPPING STUDIES OF 7-AZAINDOLE FRAGMENTS." In Proceedings of the International Symposium. WORLD SCIENTIFIC, 2000. http://dx.doi.org/10.1142/9789812793805_0003.

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Rich, R. L., F. Gai, Yeh F. Chen, and Jacob Petrich. "Using 7-azaindole to probe condensed phase dynamics." In OE/LASE '94, edited by Joseph R. Lakowicz. SPIE, 1994. http://dx.doi.org/10.1117/12.182753.

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MORENO, MIQUEL, JOSÉ MARÍA LLUCH, and ABDERRAZZAK DOUHAL. "THE 7-AZAINDOLE BASE PAIR PHOTOTAUTOMERIZATION REVISITED: AN AB INITIO STUDY OF THE POTENTIAL ENERGY SURFACE." In With Foreword by Prof A H Zewail, Nobel Laureate in Chemistry, 1999. WORLD SCIENTIFIC, 2002. http://dx.doi.org/10.1142/9789812777980_0079.

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Ramos, Nuna L. P., Rui Oliveira, Susana P. G. Costa, and Maria Manuela M. Raposo. "Synthesis, Characterization and Preliminary Antibacterial Evaluation against Staphylococcus aureus of a New 2,4,5-Tri(hetero)arylimidazole Derivative Based on Azaindole Heterocycle." In ECSOC-25. Basel Switzerland: MDPI, 2021. http://dx.doi.org/10.3390/ecsoc-25-11781.

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