Relevant bibliographies by topics / Cross-coupling with pyrroles

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Academic literature on the topic 'Cross-coupling with pyrroles'

Author: Grafiati
Published: 4 June 2021
Last updated: 7 February 2022

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Journal articles on the topic "Cross-coupling with pyrroles"

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Morimoto, Koji, Yusuke Ohnishi, Daichi Koseki, Akira Nakamura, Toshifumi Dohi, and Yasuyuki Kita. "Stabilized pyrrolyl iodonium salts and metal-free oxidative cross-coupling." Organic & Biomolecular Chemistry 14, no. 38 (2016): 8947–51. http://dx.doi.org/10.1039/c6ob01764a.

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We have developed a direct oxidative C–H bond arylation of pyrroles with various aromatic compounds via stabilized pyrrolyl iodonium(iii) salts generated from modified hypervalent iodine(iii) and TMSCl as an activator.
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Reinus, Brandon, and Sean Kerwin. "A Copper-Catalyzed N-Alkynylation Route to 2-Substituted N-Alkynyl Pyrroles and Their Cyclization into Pyrrolo[2,1-c]oxazin-1-ones: A Formal Total Synthesis of Peramine." Synthesis 49, no. 11 (2017): 2544–54. http://dx.doi.org/10.1055/s-0036-1588736.

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Screening of a variety of ligands and reaction conditions for the copper-catalyzed cross-coupling of alkynyl bromides with pyrroles, reveals that the use of the phenanthroline ligand 4,7-dimethoxy-1,10-phenanthroline affords a range of ynpyrroles in good to moderate yields. Furthermore, the utility of these ynpyrroles is demonstrated in the preparation of a series of pyrrolo[2,1-c][1,4]oxazin-1-ones and a formal total synthesis of the pyrrole natural product peramine.
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Cui, Keli, Meng Gao, Hongyi Zhao, Dongfeng Zhang, Hong Yan, and Haihong Huang. "An Efficient Synthesis of Aryl-Substituted Pyrroles by the Suzuki–Miyaura Coupling Reaction of SEM-Protected Pyrroles." Molecules 24, no. 8 (2019): 1594. http://dx.doi.org/10.3390/molecules24081594.

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An efficient arylation of SEM-protected pyrroles by the Suzuki–Miyaura coupling reaction has been developed. The reaction can be carried out under mild conditions to provide aryl-substituted pyrroles in moderate to excellent yields. The scope and limitations of the methodology were evaluated, and the reaction was tolerant of a wide range of functionalities. Compared to the reported methods, the protocol has some advantages, such as commercially available materials, no debrominated by-products being formed, and the amine-protecting group being stable under the reaction conditions. The synthetic
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Sobenina, Lyubov, Elena Sagitova, Igor Ushakov, and Boris Trofimov. "Transition-Metal-Free Synthesis of Pyrrolo[1,2-a]pyrazines via Intramolecular Cyclization of N-Propargyl(pyrrolyl)enaminones." Synthesis 49, no. 17 (2017): 4065–81. http://dx.doi.org/10.1055/s-0036-1588454.

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A concise transition-metal-free strategy for the synthesis of pyrrolo[1,2-a]pyrazines with enone substituents has been developed. It includes the following key steps: (a) cross-coupling of pyrroles with acyl(bromo)acetylenes in solid alumina at room temperature to give 2-(acylethynyl)pyrroles; (b) addition of propargylamine to the above acetylenes to form the corresponding N-propargylenaminones; and (c) chemo- and stereoselective base-catalyzed (Cs2CO3/DMSO) intramolecular cyclization of the synthesized propargylic derivatives to form (acylmeth­ylidene)pyrrolo[1,2-a]pyrazines of Z-configuratio
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Cheng, Yukun, Channing K. Klein, and Ian A. Tonks. "Synthesis of pentasubstituted 2-aryl pyrroles from boryl and stannyl alkynes via one-pot sequential Ti-catalyzed [2 + 2 + 1] pyrrole synthesis/cross coupling reactions." Chemical Science 11, no. 37 (2020): 10236–42. http://dx.doi.org/10.1039/d0sc01576h.

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Ghosez, Léon, Cécile Franc, Frédéric Denonne, Claire Cuisinier, and Roland Touillaux. "Studies of palladium-catalyzed coupling reactions for preparation of hindered 3-arylpyrroles relevant to (-)-rhazinilam and its analogues." Canadian Journal of Chemistry 79, no. 11 (2001): 1827–39. http://dx.doi.org/10.1139/v01-156.

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Suzuki cross-coupling reactions of 3-pyrroleboronic acid derivatives with haloaromatics and the reverse process i.e., the coupling of 3-iodo(bromo)pyrroles with arylboronic acids have been investigated as a potential key step in the synthesis of (–)-rhazinilam and analogues. It was found that 3-iodo-2-formyl-1-tosylpyrroles efficiently coupled with a variety of arylboronic acids in the presence of PdCl2(dppf) as catalyst. This catalytic system is compatible with a broad spectrum of arylboronic acids — electron-rich, electron-poor, hindered, heterocyclic — which easily coupled with the pyrrole
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Marzo, Leyre, Indrajit Ghosh, Francisco Esteban, and Burkhard König. "Metal-Free Photocatalyzed Cross Coupling of Bromoheteroarenes with Pyrroles." ACS Catalysis 6, no. 10 (2016): 6780–84. http://dx.doi.org/10.1021/acscatal.6b01452.

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Banwell, Martin G., Thomas E. Goodwin, Sarah Ng, Jason A. Smith, and David J. Wong. "Palladium-Catalysed Cross-Coupling and Related Reactions Involving Pyrroles." European Journal of Organic Chemistry 2006, no. 14 (2006): 3043–60. http://dx.doi.org/10.1002/ejoc.200500911.

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Bach, Thorsten, and Sven Schröter. "Di- and Triarylsubstituted Pyrroles by Sequential Regioselective Cross-Coupling Reactions." HETEROCYCLES 74, no. 1 (2007): 569. http://dx.doi.org/10.3987/com-07-s(w)36.

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Liu, Zhong-Quan, and Zejiang Li. "Radical-promoted site-specific cross dehydrogenative coupling of heterocycles with nitriles." Chemical Communications 52, no. 99 (2016): 14278–81. http://dx.doi.org/10.1039/c6cc08213k.

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A first free-radical triggered site-specific cross dehydrogenative coupling reaction of heterocycles with simple nitriles is developed. It allows efficient and facile access to various C-2 cyanoalkylated furans, thiophenes, indoles, and pyrroles. The extremely high selectivities in this case indicate that functionalization of an inert C–H bond could be well-controlled by radical initiation.
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Dissertations / Theses on the topic "Cross-coupling with pyrroles"

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Liu, Shanshan [Verfasser]. "Conversion of Pyridine N-Oxides to Tetrazolopyridines and Palladium-Catalyzed Regiocontrolled C‒H/C‒H Cross Coupling of Pyridine N-Oxides and Pyrroles / Shanshan Liu." Berlin : Freie Universität Berlin, 2016. http://d-nb.info/1084634600/34.

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Bénard, Sébastien. "Synthèse et fonctionnalisation d’hétérocycles azotés catalysées par les métaux de transition. Approche vers la synthèse totale de la (-)-norsuavéoline." Thesis, Paris 11, 2011. http://www.theses.fr/2011PA112310/document.

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Ces travaux de thèse traitent de la synthèse et de la fonctionnalisation d’hétérocycles azotés catalysées par les métaux de transition. La première partie de ce projet a été consacrée à la mise en place d’une méthode simple et efficace pour la N-cyclopropylation de différents composés azotés. A partir de l’acide cyclopropylboronique, en présence de sels de cuivre et dans des conditions de couplage oxydant, une grande variété de composés azotés ont pu être N-cyclopropylés. Cette méthode permet une nouvelle voie d’accès aux substrats N-cyclopropylés.La deuxième partie de ces travaux de thèse por
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Prieur, Vanessa. "Pyrrolo[2,3-d]pyrimidines : conception, synthèse, fonctionnalisation." Thesis, Orléans, 2015. http://www.theses.fr/2015ORLE2072/document.

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Les pyrrolo[2,3-d]pyrimidines, également connues sous le nom de 7-déazapurines, sont une classe importante d’hétérocycliques aromatiques, de par leurs potentiels biologiques (antitumoral, antiinflammatoire, antibactérien, etc.). C’est pourquoi ce squelette a été une source d’intérêt pour les chimistes organiciens. Outre leurs atouts biologiques, ces molécules présentent également de remarquables propriétés physico-chimiques (fluorescence UV), ce qui permet de nouvelles applications en électronique. Bien que ces dernières années, un bon nombre de recherche ont été mises en oeuvre en vue de synt
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Melgar, Gliseida Zelayaran. "Estavamicina : estudos sinteticos." [s.n.], 2008. http://repositorio.unicamp.br/jspui/handle/REPOSIP/248469.

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Orientador: Luiz Carlos Dias<br>Tese (doutorado) - Universidade Estadual de Campinas, Instituto de Quimica<br>Made available in DSpace on 2018-08-12T11:13:03Z (GMT). No. of bitstreams: 1 Melgar_GliseidaZelayaran_D.pdf: 8992583 bytes, checksum: 4cacbcdc703a19bccdf5bea13368488a (MD5) Previous issue date: 2008<br>Resumo: Em 1995 Miao e colaboradores relataram o isolamento da estavamicina (1), um novo produto natural, membro da família dos pirrolocetoindanos, a partir de uma cultura líquida de Streptomyses sp., isolada de uma amostra de terra coletada na Índia. A estavamicina contém uma interess
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MORRISON, MATTHEW. "A Convenient Synthesis of Pyrrolnitrin and Related Halogenated Phenylpyrroles." Thesis, 2009. http://hdl.handle.net/1974/5265.

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This thesis details a straightforward synthetic route to the antifungal compound pyrrolnitrin 1.2, along with several analogous halogenated phenylpyrroles. The proposed synthetic protocol involved the Suzuki-Miyaura cross-coupling of appropriately halogenated pyrrole pinacolboronate esters and aryl compounds. In the efforts towards preparing the cross-coupling partners, we report a regiospecific and high yielding synthesis of a 3-chloro pyrrole compound 2.14, its brominated analog 2.16, an iodinated analog 2.17, and the corresponding pinacolboronate ester 2.18. We also report a generalized re
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Dang, Thanh Tung [Verfasser]. "Regioselective palladium(0)-catalyzed cross coupling reactions of brominated furans, thiophenes, pyrroles and selenophenes and synthesis of N,O-heterocycles by cyclocondensations of hydrazone and oxime dianions / vorgelegt von Dang Than Tung." 2009. http://d-nb.info/995272794/34.

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Bambuch, Vítězslav. "C-Substituce polohy 7 pyrrolo[3,2-d ]pyrimidinů pomocí cross-coupling reakcí." Master's thesis, 2006. http://www.nusl.cz/ntk/nusl-366022.

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Perlíková, Pavla. "Syntéza nových cytostatických deazapurinových nukleosidů a pronukleotidů." Doctoral thesis, 2012. http://www.nusl.cz/ntk/nusl-305970.

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The synthetic routes to three types of phosphate prodrugs of 6-hetaryl-7-deazapurine ribonucleosides based on palladium-catalyzed cross-coupling reactions have been developed. CycloSal- and phosphoramidate pronucleotides and octadecyl phosphates derived from 6- hetaryl-7-deazapurine ribonucleosides were screened for their in vitro cytostatic activity. It was shown that cytostatic activity of cycloSal phosphates was similar or slightly lower compared to the parent nucleosides. Significant drop of cytostatic activity was observed in phosphoramidate pronucleotides. Octadecyl phosphates were devoi
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Lesenyeho, Lehlogonolo Godfrey. "Palladium-catalyzed heteroannulation of 2-ARYL- 3-IODO-4-(Phenylamino)quinolines and 4-(N,N-allylphenylamino)-2-ARYL-3-iodoquinolines." Diss., 2010. http://hdl.handle.net/10500/3970.

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The previously described 2-aryl-4-chloro-3-iodoquinolines were prepared following literature procedure and in turn converted to the corresponding hitherto unknown 2-aryl-3-iodo-4-(phenylamino)quinoline derivatives using aniline in refluxing ethanol. These 2-aryl-3-iodo-4-(phenylamino)quinolines were reacted with allybromide in ethanol at room temperature to afford 4-(N,N-allylphenylamino)-2-aryl-3-iodoquinoline derivatives. The 2-aryl-3-iodo-4-(phenylamino)quinoline and 4-(N,N-allylphenylamino)-2-aryl-3-iodoquinoline derivatives were subjected to metal-catalysed carbon-carbon bond formations.
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Oyeyiola, Felix Adetunji. "2-ARYL-6,8-Dibromoquinolinones as synthons for the synthesis of Polysubstituted 4-ARYL-6-Oxopyrrolo [3,2,1-ij] Quinolines." Thesis, 2015. http://hdl.handle.net/10500/21206.

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The known 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones 122 were dehydrogenated using thallium(III) p-tolylsulfonate in dimethoxyethane under reflux to afford the 2-aryl-6,8-dibromoquinolin-4(1H)-ones 136. Palladium-catalyzed Sonogashira cross-coupling of the 2-aryl-6,8-dibromo-2,3-dihydroquinolin-4(1H)-ones with terminal alkynes in the presence of PdCl2(PPh3)2-CuI (as homogeneous catalyst source) and 10% Pd/C-PPh3-CuI (as heterogeneous catalyst source) catalyst mixture and NEt3 as a base and co-solvent in ethanol under reflux afforded the corresponding 6,8-dialkynyl-2-aryl-2,3-dihydroqui
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Book chapters on the topic "Cross-coupling with pyrroles"

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Taber, Douglass F. "Heteroaromatic Construction: The Wipf Synthesis of Cycloclavine." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0068.

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Wesley J. Moran of the University of Huddersfield cyclized (Tetrahedron Lett. 2011, 52, 2605) a propargylated ketone 1 with Au to give the furan 2. Shengming Ma of the Shanghai Institute of Organic Chemistry found (Synlett 2011, 931) that tri(2-furyl)phosphine catalyzed the rearrangement of cyclopropene diesters, prepared by the addition of diazomalonate to alkynes, to the corresponding alkoxy furan 4. Xihe Bi and Qian Zhang of Northeast Normal University established (Chem. Commun. 2011, 47, 809) that a simple Fe catalyst effected the condensation of 5 with 6 to give the pyrrole 7. Gianfranco Favi of the Università degli Studi di Urbino showed (J. Org. Chem. 2011, 76, 2860) that the three-component coupling of 8 with an amine 9 and a ketone 10 proceeded without catalyst to deliver the pyrrole 11. Timothy J. Donohoe of the University of Oxford homologated (Org. Lett. 2011, 13, 1036) 12 by cross-metathesis with methyl vinyl ketone, to give, after oxidation and condensation with NH4OAc, the substituted pyridine 13. Dale L. Boger of Scripps/La Jolla condensed ( Org. Lett. 2011, 13, 2492) the unsubstitued 1,2,3-triazine 15 with an enamine 14 to give 16. Shunsuke Chiba of Nanyang Technological University prepared (J. Am. Chem. Soc. 2011, 133, 6411) the pyridine 19 by oxidizing the cyclopropanol 17 in the presence of the alkenyl azide 18. Limin Wang of the East China University of Science and Technology prepared (Tetrahedron Lett. 2011, 52, 509) the 2-aminopyridine 23 by the four-component coupling of the aldehyde 20 and the ketone 22 with NH4OAc and malononitrile 21. Taking advantage of the Knochel protocol for aryl Grignard formation, Christopher J. Moody of the University of Nottingham combined (Chem. Commun. 2011, 47, 788) the adduct from 24 with the ketone 25 to give the indole 26. Carsten Bolm of RWTH Aachen extended (Org. Lett. 2011, 13, 2012) the Fe catalysis reported by Zheng to the azide 27 to give 28. Sang-gi Lee of Ewha Womans University found (Org. Lett. 2011, 13, 1350) that the Blaise adduct from the addition of 29 to the nitrile could be cyclized to the indole 30.
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