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Relevant bibliographies by topics / Iridium-catalyzed borylation

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Academic literature on the topic 'Iridium-catalyzed borylation'

Author: Grafiati

Published: 7 September 2024

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Journal articles on the topic "Iridium-catalyzed borylation"

1

Shi, Yongjia, Qian Gao, and Senmiao Xu. "Iridium-Catalyzed Asymmetric C–H Borylation Enabled by Chiral Bidentate Boryl Ligands." Synlett 30, no. 19 (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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2

Chattopadhyay, Buddhadeb, Mirja Md Mahamudul Hassan, Md Emdadul Hoque, Sayan Dey, Saikat Guria, and Brindaban Roy. "Iridium-Catalyzed Site-Selective Borylation of 8-Arylquinolines." Synthesis 53, no. 18 (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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3

Chotana, Ghayoor, Soneela Asghar, Tayyaba Shahzadi, et al. "Iridium-Catalyzed Regioselective Borylation of Substituted Biaryls." Synthesis 50, no. 11 (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

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4

Pan, Zilong, Luhua Liu, Senmiao Xu, and Zhenlu Shen. "Ligand-free iridium-catalyzed regioselective C–H borylation of indoles." RSC Advances 11, no. 10 (2021): 5487–90. http://dx.doi.org/10.1039/d0ra10211c.

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5

Eastabrook, Andrew S., and Jonathan Sperry. "Iridium-Catalyzed Triborylation of 3-Substituted Indoles." Australian Journal of Chemistry 68, no. 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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6

Da Ros, Sara, Anthony Linden, Kim K. Baldridge, and Jay S. Siegel. "Boronic esters of corannulene: potential building blocks toward icosahedral supramolecules." Organic Chemistry Frontiers 2, no. 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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7

Hitosugi, Shunpei, Yuta Nakamura, Taisuke Matsuno, Waka Nakanishi, and Hiroyuki Isobe. "Iridium-catalyzed direct borylation of phenacenes." Tetrahedron Letters 53, no. 9 (2012): 1180–82. http://dx.doi.org/10.1016/j.tetlet.2011.12.106.

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8

Chotana, Ghayoor A., Jose R. Montero Bastidas, Susanne L. Miller, Milton R. Smith, and Robert E. Maleczka. "One-Pot Iridium Catalyzed C–H Borylation/Sonogashira Cross-Coupling: Access to Borylated Aryl Alkynes." Molecules 25, no. 7 (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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9

Ishiyama, Tatsuo, and Norio Miyaura. "Iridium-catalyzed borylation of arenes and heteroarenes via C-H activation." Pure and Applied Chemistry 78, no. 7 (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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10

Wang, Yongpeng, Mengzhu Liu, Yang Sun, et al. "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, no. 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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