Loading [MathJax]/jax/output/CommonHTML/jax.js
Mendeleev Communications
RUS  ENG    JOURNALS   PEOPLE   ORGANISATIONS   CONFERENCES   SEMINARS   VIDEO LIBRARY   PACKAGE AMSBIB  
General information
Latest issue
Archive

Search papers
Search references

RSS
Latest issue
Current issues
Archive issues
What is RSS



Mendeleev Commun.:
Year:
Volume:
Issue:
Page:
Find






Personal entry:
Login:
Password:
Save password
Enter
Forgotten password?
Register


Mendeleev Communications, 2013, Volume 23, Issue 3, Pages 142–144
DOI: https://doi.org/10.1016/j.mencom.2013.05.007
(Mi mendc2641)
 

This article is cited in 19 scientific papers (total in 19 papers)

Communications

A rational protocol for the synthesis of 1-(2-pyridyl)isoquinolines

D. S. Kopchukab, I. S. Kovaleva, A. F. Khasanova, G. V. Zyryanovab, P. A. Slepukhinb, 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: Aza-Diels–Alder reaction between 3-(2-pyridyl)-1,2,4-triazines and 1-morpholinocyclohexene followed by aromatization of the cyclohexene moiety affords 1-(2-pyridyl)isoquinolines. Crystal structures of two tetrahydroisoquinolines were confirmed by X-ray diffraction analysis.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (516.7 Kb)


Citation: D. S. Kopchuk, I. S. Kovalev, A. F. Khasanov, G. V. Zyryanov, P. A. Slepukhin, V. L. Rusinov, O. N. Chupakhin, “A rational protocol for the synthesis of 1-(2-pyridyl)isoquinolines”, Mendeleev Commun., 23:3 (2013), 142–144
Linking options:
  • https://www.mathnet.ru/eng/mendc2641
  • https://www.mathnet.ru/eng/mendc/v23/i3/p142
  • This publication is cited in the following 19 articles:
    1. Gökay Ayd{\i}n, Sümeyye Çol, Emel Karak{\i}lıç, Mustafa Emirik, Arif Baran, “Stereo- and Regio-selective benzo- and Benzohalo-conduritols: Anti-diabetes & anti-tumor activity investigation, kinetic and molecular docking studies”, Tetrahedron, 145 (2023), 133600  crossref
    2. Anindita Mukherjee, Dmitry S. Kopchuk, Igor S. Kovalev, Sougata Santra, Mikhail V. Varaksin, Grigory V. Zyryanov, Adinath Majee, Oleg N. Chupakhin, Valery N. Charushin, “Direct C-H Functionalization of Calix[n](het)arenes (n=4,6): A Brief Update”, ChemistrySelect, 7:12 (2022)  crossref
    3. Fa-Guang Zhang, Zhen Chen, Xiaodong Tang, Jun-An Ma, “Triazines: Syntheses and Inverse Electron-demand Diels–Alder Reactions”, Chem. Rev., 121:23 (2021), 14555  crossref
    4. 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
    5. Dmitry S. Kopchuk, Igor L. Nikonov, Albert F. Khasanov, Sravya Gundala, Alexey P. Krinochkin, Pavel A. Slepukhin, Grigory V. Zyryanov, Padmavathi Venkatapuram, Oleg N. Chupakhin, Valery N. Charushin, “One-step synthesis of 1,4-bis(het)arylisoquinolines by the reaction of 1,2,4-triazines with arynes”, Chem Heterocycl Comp, 55:10 (2019), 978  crossref
    6. 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
    7. 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
    8. I. L. Nikonov, D. S. Kopchuk, A. F. Khasanov, A. P. Krinochkin, E. S. Starnovskaya, Ya. K. Shtaiz, M. I. Savchuk, O. S. Tanya, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Two mutually complementary synthetic approaches towards 3-substituted 3,4-disubstituted and 1-(2-pyridyl)-substituted isoquinolines”, Chim.Tech.Acta, 5:3 (2018), 150  crossref
    9. D. S. Kopchuk, A. F. Khasanov, N. V. Chepchugov, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Solvent-free reaction of 1,2,4-triazine-5-carbonitriles with 4-(cyclohex-1-en-1-yl)morpholine. Unexpected decyanation in addition to classical aza-Diels–Alder reaction”, Russ J Org Chem, 53:1 (2017), 99  crossref
    10. Dmitry S. Kopchuk, Pavel A. Slepukhin, Igor S. Kovalev, Albert F. Khasanov, Olga S. Taniya, Olga V. Shabunina, Grigory V. Zyryanov, Vladimir L. Rusinov, Oleg N. Chupakhin, “Synthesis and characterizations of new cadmium complexes based on poly(aza)arene-annelated 2,2′-bipyridines”, Polyhedron, 110 (2016), 235  crossref
    11. D. S. Kopchuk, A. F. Khasanov, A. P. Krinochkin, I. S. Kovalev, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “Solvent-free reaction of 3-aryl-6-(3-nitrophenyl)-1,2,4-triazines with 4-(cyclohex-1-en-1-yl)morpholine”, Russ J Org Chem, 52:7 (2016), 1036  crossref
    12. Dmitry S. Kopchuk, Nikolay V. Chepchugov, Grigory A. Kim, Grigory V. Zyryanov, Igor S. Kovalev, Vladimir L. Rusinov, Oleg N. Chupakhin, “An efficient synthetic approach to 4′,5,5″-triaryl-2,2′:6′,2″-terpyridines”, Tetrahedron Letters, 57:3 (2016), 296  crossref
    13. D. S. Kopchuk, A. F. Khasanov, G. A. Kim, E. V. Nosova, G. V. Zyryanov, I. S. Kovalev, V. L. Rusinov, O. N. Chupakhin, “Functionalized 2-(5-arylpyridin-2-yl)quinolines: synthesis and photophysical properties”, Russ Chem Bull, 64:4 (2015), 872  crossref
    14. D. S. Kopchuk, A. F. Khasanov, I. S. Kovalev, G. A. Kim, I. L. Nikonov, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, “(Benzo[h])Quinolinyl-Substituted Monoazatriphenylenes: Synthesis and Photophysical Properties”, Chem Heterocycl Comp, 50:6 (2014), 864  crossref
    15. Anton M. Prokhorov, Dmitry N. Kozhevnikov, Progress in Heterocyclic Chemistry, 26, 2014, 449  crossref
    16. D. S. Kopchuk, I. L. Nikonov, G. V. Zyryanov, I. S. Kovalev, V. L. Rusinov, O. N. Chupakhin, “Preparation of 3-Cyano-1-(2-Pyridyl)Isoquinolines by Using Aryne Intermediates”, Chem Heterocycl Comp, 50:6 (2014), 907  crossref
    17. 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 SHN methodology and aza-Diels–Alder reaction”, Mendeleev Commun., 24:2 (2014), 117–118  mathnet  crossref
    18. Igor L. Nikonov, Dmitry S. Kopchuk, Igor S. Kovalev, Grigory V. Zyryanov, Albert F. Khasanov, Pavel A. Slepukhin, Vladimir L. Rusinov, Oleg N. Chupakhin, “Benzyne-mediated rearrangement of 3-(2-pyridyl)-1,2,4-triazines into 10-(1H-1,2,3-triazol-1-yl)pyrido[1,2-a]indoles”, Tetrahedron Letters, 54:48 (2013), 6427  crossref
    19. Dmitry S. Kopchuk, Igor S. Kovalev, Albert F. Khasanov, Grigory V. Zyryanov, Pavel A. Slepukhin, Vladimir L. Rusinov, Oleg N. Chupakhin, “ChemInform Abstract: A Rational Protocol for the Synthesis of 1‐(2‐Pyridyl)isoquinolines.”, ChemInform, 44:44 (2013)  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
    Mendeleev Communications
    Statistics & downloads:
    Abstract page:26
    Full-text PDF :7
     
      Contact us:
     Terms of Use  Registration to the website  Logotypes © Steklov Mathematical Institute RAS, 2025