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Mendeleev Communications, 2020, Volume 30, Issue 2, Pages 231–232
DOI: https://doi.org/10.1016/j.mencom.2020.03.034
(Mi mendc1158)
 

This article is cited in 10 scientific papers (total in 10 papers)

Communications

Synthesis of 3-hetarylpyrroles by Suzuki–Miyaura cross-coupling

E. S. Matyuginaa, A. L. Khandazhinskayaa, S. N. Kochetkova, K. L. Seley-Radtkeb

a V.A. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russian Federation
b Department of Chemistry and Biochemistry, University of Maryland, Maryland, USA
Abstract: 1-[tert-Butyl(diphenyl)silyl]pyrrol-3-ylboronic acid was obtained from pyrrole in three steps. Its Suzuki–Miyaura cross-coupling with functionalized pyridinyl and pyrimidinyl bromides afforded new promising 3-hetaryl-1H-pyrroles.
Keywords: heterocyclic aromatic compounds, fleximers, Suzuki–Miyaura cross-coupling, pyrrole, iodination, silyl protection.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (931.7 Kb)


Citation: E. S. Matyugina, A. L. Khandazhinskaya, S. N. Kochetkov, K. L. Seley-Radtke, “Synthesis of 3-hetarylpyrroles by Suzuki–Miyaura cross-coupling”, Mendeleev Commun., 30:2 (2020), 231–232
Linking options:
  • https://www.mathnet.ru/eng/mendc1158
  • https://www.mathnet.ru/eng/mendc/v30/i2/p231
  • This publication is cited in the following 10 articles:
    1. Katherine L. Seley-Radtke, Christianna H. M. Kutz, Joy E. Thames, Handbook of Chemical Biology of Nucleic Acids, 2023, 2037  crossref
    2. Anastasia Khandazhinskaya, Ilja Fateev, Barbara Eletskaya, Anna Maslova, Irina Konstantinova, Katherine Seley-Radtke, Sergey Kochetkov, Elena Matyugina, “Design and Synthesis of New Modified Flexible Purine Bases as Potential Inhibitors of Human PNP”, Molecules, 28:3 (2023), 928  crossref
    3. A. A. Vasil'ev, A. S. Burukin, G. M. Zhdankina, S. G. Zlotin, “Functionalized polychloroarenes in the Bichwald ligand-promoted Suzuki cross-coupling”, Russ Chem Bull, 71:8 (2022), 1656  crossref
    4. K. A. Kochetkov, O. N. Gorunova, N. A. Bystrova, “5-Hydroxy-1-phenylimidazolidine-2-thione as a new amidoalkylating agent for heterocyclic compounds”, Russ Chem Bull, 71:3 (2022), 587  crossref
    5. Katherine L. Seley-Radtke, Christianna H. M. Kutz, Joy E. Thames, Handbook of Chemical Biology of Nucleic Acids, 2022, 1  crossref
    6. A. A. Vasil'ev, A. S. Burukin, G. M. Zhdankina, S. G. Zlotin, “Suzuki cross-coupling of hexachlorobenzene promoted by the Buchwald ligands”, Russ Chem Bull, 71:1 (2022), 169  crossref
    7. V. A. Egorov, L. S. Khasanova, F. A. Gimalova, A. N. Lobov, D. V. Ishmetova, V. A. Vakhitov, M. S. Miftakhov, “Cytotoxicity of novel cross-conjugated arylated cyclopentene-1,3-diones”, Mendeleev Commun., 32:2 (2022), 183–185  mathnet  crossref
    8. Andrei A. Vasil'ev, Alexander S. Burukin, Galina M. Zhdankina, Sergei G. Zlotin, “Buchwald ligand-assisted Suzuki cross-coupling of polychlorobenzenes”, Mendeleev Communications, 31:3 (2021), 400  crossref
    9. Anastasia Khandazhinskaya, Barbara Eletskaya, Ilja Fateev, Maria Kharitonova, Irina Konstantinova, Vladimir Barai, Alex Azhayev, Mervi T. Hyvonen, Tuomo A. Keinanen, Sergey Kochetkov, Katherine Seley-Radtke, Alex Khomutov, Elena Matyugina, “Novel fleximer pyrazole-containing adenosine analogues: chemical, enzymatic and highly efficient biotechnological synthesis”, Org. Biomol. Chem., 19:34 (2021), 7379  crossref
    10. V. V. Chesnokov, M. A. Shevchenko, S. B. Soliev, V. A. Tafeenko, V. M. Chernyshev, “Complexes LNi(Cp)X with alkylamino-substituted N-heterocyclic carbene ligands (L) and their catalytic activity in the Suzuki—Miyaura reaction”, Russ Chem Bull, 70:7 (2021), 1281  crossref
    Citing articles in Google Scholar: Russian citations, English citations
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