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Mendeleev Communications, 2014, Volume 24, Issue 2, Pages 117–118
DOI: https://doi.org/10.1016/j.mencom.2014.03.018
(Mi mendc2492)
 

This article is cited in 29 scientific papers (total in 29 papers)

Communications

The synthesis of polyarene-modified 5-phenyl-2,2'-bipyridines via the SNH methodology and aza-Diels–Alder reaction

I. S. Kovaleva, D. S. Kopchukab, A. F. Khasanova, G. V. Zyryanovab, V. L. Rusinovab, O. N. Chupakhinab

a Department of Chemistry, Ural Federal University, Ekaterinburg, Russian Federation
b I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation
Abstract: Nucleophilic substitution of hydrogen (SNH) in 6-phenyl-3-(2-pyridyl)-1,2,4-triazine under the action of lithium derivatives of polynuclear arenes followed by aza-Diels–Alder reaction with norbornadiene or morpholinocyclopentene gives the novel polyarenemodified photoluminescent 5-phenyl-2,2'-bipyridine ligands.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (285.4 Kb)
Citation: I. S. Kovalev, D. S. Kopchuk, A. F. Khasanov, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “The synthesis of polyarene-modified 5-phenyl-2,2'-bipyridines via the SNH methodology and aza-Diels–Alder reaction”, Mendeleev Commun., 24:2 (2014), 117–118
Citation in format AMSBIB
\Bibitem{KovKopKha14}
\by I.~S.~Kovalev, D.~S.~Kopchuk, A.~F.~Khasanov, G.~V.~Zyryanov, V.~L.~Rusinov, O.~N.~Chupakhin
\paper The synthesis of polyarene-modified 5-phenyl-2,2'-bipyridines \textit{via} the $\mathrm{S_N^H}$ methodology and aza-Diels–Alder reaction
\jour Mendeleev Commun.
\yr 2014
\vol 24
\issue 2
\pages 117--118
\mathnet{http://mi.mathnet.ru/mendc2492}
\crossref{https://doi.org/10.1016/j.mencom.2014.03.018}
Linking options:
  • https://www.mathnet.ru/eng/mendc2492
  • https://www.mathnet.ru/eng/mendc/v24/i2/p117
  • This publication is cited in the following 29 articles:
    1. Dawid Zych, Martyna Kubis, “Bromopyrene Symphony: Synthesis and Characterisation of Isomeric Derivatives at Non-K Region and Nodal Positions for Diverse Functionalisation Strategies”, Molecules, 29:5 (2024), 1131  crossref
    2. S.M. Ivanov, Comprehensive Heterocyclic Chemistry IV, 2022, 29  crossref
    3. A. F. Khasanov, D. S. Kopchuk, I. L. Nikonov, O. S. Taniya, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “(E)-6-(2-Arylvinyl)-2,2′-bipyridines: a convenient synthesis and fluorescent properties”, Russ Chem Bull, 70:5 (2021), 999  crossref
    4. Ramil F. Fatykhov, Oleg N. Chupakhin, Vladimir L. Rusinov, Igor A. Khalymbadzha, Copper in N-Heterocyclic Chemistry, 2021, 161  crossref
    5. Maria I. Savchuk, Dmitry S. Kopchuk, Olga S. Taniya, Igor L. Nikonov, Ilya N. Egorov, Sougata Santra, Grigory V. Zyryanov, Oleg N. Chupakhin, Valery N. Charushin, “5-Aryl-6-arylthio-2,2′-bipyridine and 6-Arylthio-2,5-diarylpyridine Fluorophores: Pot, Atom, Step Economic (PASE) Synthesis and Photophysical Studies”, J Fluoresc, 31:4 (2021), 1099  crossref
    6. Alexey P. Krinochkin, Dmitry S. Kopchuk, Igor S. Kovalev, Sougata Santra, Grigory V. Zyryanov, Adinath Majee, Vladimir L. Rusinov, Oleg N. Chupakhin, “Direct Introduction of a Methyl Group at the C5‐Position of 1,2,4‐Triazines: Convenient Synthesis of 6‐Functionalized 5‐Aryl‐2,2′‐bipyridines”, ChemistrySelect, 5:9 (2020), 2753  crossref
    7. G. V. Zyryanov, D. S. Kopchuk, I. S. Kovalev, S. Santra, M. Rahman, A. F. Khasanov, A. P. Krinochkin, O. S. Taniya, O. N. Chupakhin, V. N. Charushin, “Rational synthetic methods in creating promising (hetero)aromatic molecules and materials”, Mendeleev Commun., 30:5 (2020), 537–554  mathnet  crossref
    8. Zhen Chen, Nan Ren, Xiaoxiao Ma, Jing Nie, Fa-Guang Zhang, Jun-An Ma, “Silver-Catalyzed [3 + 3] Dipolar Cycloaddition of Trifluorodiazoethane and Glycine Imines: Access to Highly Functionalized Trifluoromethyl-Substituted Triazines and Pyridines”, ACS Catal., 9:5 (2019), 4600  crossref
    9. Albert F. Khasanov, Dmitry S. Kopchuk, Igor S. Kovalev, Alexey P. Krinochkin, Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin, AIP Conference Proceedings, 2059, 2019, 040024  crossref
    10. Yaroslav K. Shtaitz, Maria I. Savchuk, Ekaterina S. Starnovskaya, Alexey P. Krinochkin, Dmitry S. Kopchuk, Sougata Santra, Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin, AIP Conference Proceedings, 2059, 2019, 040050  crossref
    11. Timofey D. Moseev, Mikhail V. Varaksin, Denis A. Gorlov, Egor A. Nikiforov, Dmitry S. Kopchuk, Ekaterina S. Starnovskaya, Albert F. Khasanov, Grigory V. Zyryanov, Valery N. Charushin, Oleg N. Chupakhin, “Direct C H/C Li coupling of 1,2,4-triazines with C6F5Li followed by aza-Diels-Alder reaction as a pot, atom, and step economy (PASE) approach towards novel fluorinated 2,2′-bipyridine fluorophores”, Journal of Fluorine Chemistry, 224 (2019), 89  crossref
    12. Maria I. Savchuk, Albert F. Khasanov, Dmitry S. Kopchuk, Alexey P. Krinochkin, Igor L. Nikonov, Ekaterina S. Starnovskaya, Yaroslav K. Shtaitz, Igor S. Kovalev, Grigory V. Zyryanov, Oleg N. Chupakhin, “New Push-Pull Fluorophores on the Basis of 6-Alkoxy-2,2'-Bipyridines: Rational Synthetic Approach and Photophysical Properties”, Chem Heterocycl Comp, 55:6 (2019), 554  crossref
    13. I. S. Kovalev, M. I. Savchuk, D. S. Kopchuk, G. V. Zyryanov, T. A. Pospelova, V. L. Rusinov, O. N. Chupakhin, “A Convenient Synthetic Approach to Phenazone Derivatives Containing a 1,2,4-Triazine or Pyridine Fragment”, Russ J Org Chem, 55:6 (2019), 886  crossref
    14. R. F. Fatykhov, M. I. Savchuk, E. S. Starnovskaya, M. V. Bobkina, D. S. Kopchuk, E. V. Nosova, G. V. Zyryanov, I. A. Khalymbadzha, O. N. Chupakhin, V. N. Charushin, V. G. Kartsev, “Nucleophilic substitution of hydrogen–the Boger reaction sequence as an approach towards 8-(pyridin-2-yl)coumarins”, Mendeleev Commun., 29:3 (2019), 299–300  mathnet  crossref
    15. Albert F. Khasanov, Dmitry S. Kopchuk, Grigory A. Kim, Pavel A. Slepukhin, Igor S. Kovalev, Sougata Santra, Grigory V. Zyryanov, Adinath Majee, Oleg N. Chupakhin, Valery N. Charushin, “Pot, Atom, Step Economic (PASE) Approach towards (Aza)‐2,2′‐Bipyridines: Synthesis and Photophysical Studies”, ChemistrySelect, 3:2 (2018), 340  crossref
    16. V. R. Flid, M. L. Gringolts, R. S. Shamsiev, E. Sh. Finkelshtein, “Norbornene, norbornadiene and their derivatives: promising semi-products for organic synthesis and production of polymeric materials”, Russian Chem. Reviews, 87:12 (2018), 1169–1205  mathnet  mathnet  crossref  isi  scopus
    17. Dmitry S. Kopchuk, Nikolay V. Chepchugov, Igor S. Kovalev, Sougata Santra, Matiur Rahman, Kousik Giri, Grigory V. Zyryanov, Adinath Majee, Valery N. Charushin, Oleg N. Chupakhin, “Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines with greener prospects”, RSC Adv., 7:16 (2017), 9610  crossref
    18. Sören Zint, Daniel Ebeling, Tobias Schlöder, Sebastian Ahles, Doreen Mollenhauer, Hermann A. Wegner, André Schirmeisen, “Imaging Successive Intermediate States of the On-Surface Ullmann Reaction on Cu(111): Role of the Metal Coordination”, ACS Nano, 11:4 (2017), 4183  crossref
    19. Alexey P. Krinochkin, Dmitry S. Kopchuk, Albert F. Khasanov, Nikolay V. Chepchugov, Igor S. Kovalev, Sougata Santra, Grigory V. Zyryanov, Adinath Majee, Vladimir L. Rusinov, Oleg N. Chupakhin, “Unsymmetrically functionalized 5,5″-diaryl- and 5,6,5″-triaryl-2,2′:6′,2″-terpyridines: an efficient synthetic route and photophysical properties”, Can. J. Chem., 95:8 (2017), 851  crossref
    20. A. P. Krinochkin, D. S. Kopchuk, N. V. Chepchugov, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Effect of substituent in pyridine-2-carbaldehydes on their heterocyclization to 1,2,4-triazines and 1,2,4-triazine 4-oxides”, Russ J Org Chem, 53:7 (2017), 963  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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