Thematische Bibliographien / Iridium-catalyzed borylation

Auswahl der wissenschaftlichen Literatur zum Thema „Iridium-catalyzed borylation“

Autor: Grafiati

Veröffentlicht am 7. September 2024

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Zeitschriftenartikel zum Thema "Iridium-catalyzed borylation"

Shi, Yongjia, Qian Gao und Senmiao Xu. „Iridium-Catalyzed Asymmetric C–H Borylation Enabled by Chiral Bidentate Boryl Ligands“. Synlett 30, Nr. 19 (28.10.2019): 2107–12. http://dx.doi.org/10.1055/s-0039-1690225.

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Asymmetric synthesis of optically pure organoboron compounds is a topic that has received a number of attentions owing to their particular importance in synthetic chemistry and drug discovery. We herein highlight recent advances in the iridium-catalyzed C–H borylation of diarylmethylamines and cyclopropanes enabled by chiral bidentate boryl ligands.1 Introduction2 Ir-Catalyzed Asymmetric C(sp2)–H Borylation of Diarylmethylamines3 Ir-Catalyzed Enantioselective C(sp3)–H Borylation of Cyclopropanes4 Conclusion

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Chattopadhyay, Buddhadeb, Mirja Md Mahamudul Hassan, Md Emdadul Hoque, Sayan Dey, Saikat Guria und Brindaban Roy. „Iridium-Catalyzed Site-Selective Borylation of 8-Arylquinolines“. Synthesis 53, Nr. 18 (11.05.2021): 3333–42. http://dx.doi.org/10.1055/a-1506-3884.

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AbstractWe report a convenient method for the highly site-selective borylation of 8-arylquinoline. The reaction proceeds smoothly in the presence of a catalytic amount of [Ir(OMe)(cod)]2 and 2-phenylpyridine derived ligand using bis(pinacolato)diborane as the borylating agent. The reactions occur with high selectivity with many functional groups, providing a series of borylated 8-aryl quinolines with good to excellent yield and excellent selectivity. The borylated compounds formed in this method can be transformed into various important synthons by using known transformations.

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Chotana, Ghayoor, Soneela Asghar, Tayyaba Shahzadi, Meshari Alazmi, Xin Gao, Abdul-Hamid Emwas, Rahman Saleem und Farhat Batool. „Iridium-Catalyzed Regioselective Borylation of Substituted Biaryls“. Synthesis 50, Nr. 11 (28.03.2018): 2211–20. http://dx.doi.org/10.1055/s-0036-1591968.

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Biarylboronic esters are generally prepared by directed ortho-metalation or by Miyaura borylation and hence rely on the presence of a directing group or pre-functionalization. In this paper, the preparation of biarylboronic esters by direct C–H borylation of biaryl substrates is reported. Sterically governed regioselectivities were observed in the borylation of appropriately substituted biaryls by using [Ir(OMe)(COD)]2 precatalyst and di-tert-butylbipyridyl ligand. The resulting biarylboronic esters were isolated in 38–98% yields. The synthesized biarylboronic esters were further successfully employed in C–O, C–Br, and C–C coupling reactions.

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Pan, Zilong, Luhua Liu, Senmiao Xu und Zhenlu Shen. „Ligand-free iridium-catalyzed regioselective C–H borylation of indoles“. RSC Advances 11, Nr. 10 (2021): 5487–90. http://dx.doi.org/10.1039/d0ra10211c.

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Eastabrook, Andrew S., und Jonathan Sperry. „Iridium-Catalyzed Triborylation of 3-Substituted Indoles“. Australian Journal of Chemistry 68, Nr. 12 (2015): 1810. http://dx.doi.org/10.1071/ch15393.

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Readily available 3-substituted indoles undergo a one-pot iridium-catalyzed triborylation at the C2, C5, and C7 sites. 1H NMR analysis indicates borylation at C2 and C7 occurs first (no monoborylated product is observed), with the third borylation occurring as a separate, distinct step that is sterically directed to C5 by a combination of the substituent at C3 and the boronate at C7. The resulting tetrasubstituted indoles possess a substitution pattern that is cumbersome to prepare using existing methods.

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Da Ros, Sara, Anthony Linden, Kim K. Baldridge und Jay S. Siegel. „Boronic esters of corannulene: potential building blocks toward icosahedral supramolecules“. Organic Chemistry Frontiers 2, Nr. 6 (2015): 626–33. http://dx.doi.org/10.1039/c5qo00009b.

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Direct iridium-catalyzed multi-borylation provides a valuable tool for the symmetric functionalization of various polycyclic aromatic hydrocarbons, inter alia, regular fivefold derivatization of corannulene.

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Hitosugi, Shunpei, Yuta Nakamura, Taisuke Matsuno, Waka Nakanishi und Hiroyuki Isobe. „Iridium-catalyzed direct borylation of phenacenes“. Tetrahedron Letters 53, Nr. 9 (Februar 2012): 1180–82. http://dx.doi.org/10.1016/j.tetlet.2011.12.106.

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Chotana, Ghayoor A., Jose R. Montero Bastidas, Susanne L. Miller, Milton R. Smith und Robert E. Maleczka. „One-Pot Iridium Catalyzed C–H Borylation/Sonogashira Cross-Coupling: Access to Borylated Aryl Alkynes“. Molecules 25, Nr. 7 (10.04.2020): 1754. http://dx.doi.org/10.3390/molecules25071754.

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Borylated aryl alkynes have been synthesized via one-pot iridium catalyzed C–H borylation (CHB)/Sonogashira cross-coupling of aryl bromides. Direct borylation of aryl alkynes encountered problems related to the reactivity of the alkyne under CHB conditions. However, tolerance of aryl bromides to CHB made possible a subsequent Sonogashira cross-coupling to access the desired borylated aryl alkynes.

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Ishiyama, Tatsuo, und Norio Miyaura. „Iridium-catalyzed borylation of arenes and heteroarenes via C-H activation“. Pure and Applied Chemistry 78, Nr. 7 (01.01.2006): 1369–75. http://dx.doi.org/10.1351/pac200678071369.

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Direct C-H borylation of aromatic compounds catalyzed by a transition-metal complex was studied as an economical protocol for the synthesis of aromatic boron derivatives. Iridium complexes generated from Ir(I) precursors and 2,2'-bipyridine ligands efficiently catalyzed the reactions of arenes and heteroarenes with bis(pinacolato)diboron or pinacolborane to produce a variety of aryl- and heteroarylboron compounds. The catalytic cycle involves the formation of a tris(boryl)iridium(III) species and its oxidative addition to an aromatic C-H bond.

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Wang, Yongpeng, Mengzhu Liu, Yang Sun, Yingshuang Shang, Bo Jiang, Haibo Zhang und Zhenhua Jiang. „Aluminium borate whiskers grafted with boric acid containing poly(ether ether ketone) as a reinforcing agent for the preparation of poly(ether ether ketone) composites“. RSC Advances 5, Nr. 122 (2015): 100856–64. http://dx.doi.org/10.1039/c5ra19635c.

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A new soluble boron-containing poly(ether ether ketone) (B-PEEK) was synthesized through iridium-catalyzed C–H borylation and grafted on the surface of aluminum borate whiskers as the coupling agent between the whiskers and PEEK matrix.

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Dissertationen zum Thema "Iridium-catalyzed borylation"

Panza, Florian. „Fοnctiοnnalisatiοn directe οrthοgοnale métallο-catalysée des sites carbοne-hydrοgène des platefοrmes pharmacοlοgiques à cοeur imidazοisοindοle“. Electronic Thesis or Diss., Normandie, 2024. http://www.theses.fr/2024NORMIR11.

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Depuis quelques décennies, les chimistes cherchent à toujours repousser les limites des stratégies de synthèse en développant des méthodologies toujours plus efficaces, plus simples et plus économes. Dans ce contexte, la fonctionnalisation directe de liaisons C—H catalysée par des métaux de transition constitue l’un des outils les plus puissants pour construire et fonctionnaliser des molécules simples mais aussi des édifices moléculaires de plus en plus complexes, avec une grande diversité de liaisons C—H, ces stratégies répondant également aux besoins actuels d’ouverture de l’espace chimique de fonctionnalisation de façon orthogonale. L’imidazoisoindole, hétérocycle tricyclique composé d’un noyau imidazole, est une plateforme pharmacologique très intéressante et présente des liaisons C—H avec des propriétés très diverses, mais aucune méthodologie de fonctionnalisation tardive de ces structures n’a encore été répertoriée dans la littérature. Ces travaux de thèse s’inscrivent dans ce contexte et présentent, (I) fort de l’expérience passée du laboratoire, une méthodologie robuste de synthèse à grande échelle d’imidazoisoindoles diversement substitués par activation C—H intramoléculaire pallado-catalysée ; (II) une extension des méthodologies standards de fonctionnalisation directe C2—H régiosélective de la série des 1,3-diazoles aux imidazo[5,1-a]isoindoles par catalyse coopérative palladium(0)-cuivre(I) ; (III) une méthodologie de mono-fonctionnalisation directe C(sp³)—H pallado-catalysée de la position benzylique des imidazo[2,1-a]isoindoles ; (IV) une étude préliminaire de la régiosélectivité observée lors de la borylation directe C(sp²)—H irido-catalysée des imidazo[2,1-a]isoindoles
For several decades, chemists constantly seek to push the limits of synthetic strategies by developing ever more efficient and more economical methodologies. In this context, transition metal-catalyzed direct functionalization of C—H bonds is one of the most powerful tools for constructing and funtionalizing simple molecules and ever more complex moieties, with a great diversity of C—H bonds. These strategies also answer the needs for the opening of the chemical space of functionalization. Imidazoisoindole, tricyclic heterocycle composed of an imidazole core, is a very interesting scaffold for biological activity and presents C—H bonds with very diverse properties, but late-functionalization methodology of these structures has yet to be listed in the literature. This work takes place in this context and presents, (I) based on past laboratory experience, a robust methodology to synthetize diversely substituted imidazoisoindoles at high scale by palladium-catalyzed intramolecular C—H activation ; (II) an extension of standard directC2—H functionalization of 1,3-diazole moieties applied to imidazo[5,1-a]isoindoles with a palladium(0)-copper(I) cooperative catalysis ; (III) a new methodology of direct C(sp³)—H palladium-catalyzed mono-functionalization at benzylic position of imidazo[2,1-a]isoindoles ; (IV) a preliminary study of the observed regioselectivity of iridium-catalyzed direct C(sp²)—H borylation of imidazo[2,1-a]isoindoles

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Buchteile zum Thema "Iridium-catalyzed borylation"

Morales, Maria, Sean Preshlock, Liam S. Sharninghausen, Jay S. Wright, Allen F. Brooks, Melanie S. Sanford und Peter J. H. Scott. „Tandem Iridium-Catalyzed C–H Borylation/Copper-Mediated Radiofluorination of Aromatic C–H Bonds with [18F]TBAF“. In Methods in Molecular Biology, 45–53. New York, NY: Springer US, 2023. http://dx.doi.org/10.1007/978-1-0716-3499-8_4.

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Fernández, Elena. „Iridium-Catalyzed Undirected Homogeneous C–H Borylation Reaction“. In Topics in Organometallic Chemistry. Berlin, Heidelberg: Springer Berlin Heidelberg, 2020. http://dx.doi.org/10.1007/3418_2020_53.

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„2.6 C—H Functionalization Catalyzed by Low-Valent Cobalt“. In Base-Metal Catalysis 2. Stuttgart: Georg Thieme Verlag KG, 2023. http://dx.doi.org/10.1055/sos-sd-239-00042.

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AbstractThis review summarizes representative examples of catalytic C—H functionalization reactions mediated by low-valent cobalt complexes. Catalysts generated by the reduction of cobalt(II) or cobalt(III) precatalysts in the presence of appropriate supporting ligands have been demonstrated to promote a variety of alkylation, alkenylation, and arylation reactions of aromatic C(sp2)—H bonds, often with the assistance of directing groups. Well-defined cobalt(0) and cobalt(–I) complexes have also proved to catalyze some of these reactions. Low-valent cobalt complexes supported by bis(phosphinomethyl)pyridine, terpyridine, and diimine ligands have been identified as viable catalysts for the borylation of C(sp2)—H and C(sp3)—H bonds, where the cobalt catalysts exhibit unique site selectivity compared with well-established iridium catalysts. Other reactions such as 1,4-cobalt migration, hydroacylation, and C—H activation involving cobaltacyclopentene intermediates are also discussed.

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