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2-Azaanthracene (microreview)

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Chemistry of Heterocyclic Compounds Aims and scope

Microreview focuses on the main modern synthetic approaches toward 2-azaanthracene and its derivatives. These approaches are: inverse electron-demand aza-Diels–Alder reactions, cross coupling, cyclization reactions. These modern methods are more environmentally friendly and cost- and/or atomefficient compared to the earlier reported approaches.

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References

  1. Allen, C. F. H. In Chemistry of Heterocyclic Compounds. Six-Membered Heterocyclic Nitrogen Compounds with Three Condensed Rings; John Wiley & Sons, 2007, vol. 12.

  2. Koyama, J.; Morita, I.; Kobayashi, N.; Osakai, T.; Usuki, Y.; Taniguchi, M. Bioorg. Med. Chem. Lett. 2005, 15, 1079.

    Article  CAS  PubMed  Google Scholar 

  3. Rotthier, G.; Cappoen, D.; Nguyen, Q. T.; Dang Thi, T. A.; Mathys, V.; Nguyen, V. T.; Huygen, K.; Maes, L.; Cos, P.; Abbaspour Tehrani, K. Org. Biomol. Chem. 2016, 14, 2041.

    Article  CAS  PubMed  Google Scholar 

  4. Cavalletti, E.; Crippa, L.; Mainardi, P.; Oggioni, N.; Cavagnoli, R.; Bellini, O.; Sala, F. Invest. New Drugs 2007, 25, 187.

    Article  CAS  PubMed  Google Scholar 

  5. Kang, N.; Hlil, A. R.; Hay, A. S. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 5745.

    Article  CAS  Google Scholar 

  6. Nijegorodov, N.; Mabbs, R.; Winkoun, D. Spectrochim. Acta, Part A 2003, 59, 595.

    Article  CAS  Google Scholar 

  7. Taffarel, E.; Chirayil, S.; Kim, W. Y.; Thummel, R. P.; Schmehl, R. H. Inorg. Chem. 1996, 35, 2127.

    Article  CAS  Google Scholar 

  8. Krapcho, A. P.; Gilmor, T. P. J. Heterocycl. Chem. 1998, 35, 669.

    Article  CAS  Google Scholar 

  9. Kopchuk, D. S.; Nikonov, I. L.; Zyryanov, G. V.; Kovalev, I. S.; Rusinov, V. L.; Chupakhin, O. N. Chem. Heterocycl. Compd. 2014, 50, 907. [Khim. Geterotsikl. Soedin. 2014, 983.]

    Google Scholar 

  10. Li, J.; Gao, J.; Xiong, W.-W.; Zhang, Q. Tetrahedron Lett. 2014, 55, 4346.

    Article  CAS  Google Scholar 

  11. Kopchuk, D. S.; Chepchugov, N. V.; Taniya, O. S.; Khasanov, A. F.; Giri, K.; Kovalev, I. S.; Santra, S.; Zyryanov, G. V.; Majee, A.; Rusinov, V. L.; Chupakhin, O. N. Tetrahedron Lett. 2016, 57, 5639.

    Article  CAS  Google Scholar 

  12. Zou, Y.; Young, D. D.; Cruz-Montanez, A.; Deiters, A. Org. Lett. 2008, 10, 4661.

    Article  CAS  PubMed  Google Scholar 

  13. Sun, B.; Yoshino, T.; Kanai, M.; Matsunaga, S. Angew. Chem., Int. Ed. 2015, 54, 12968.

    Article  CAS  Google Scholar 

  14. Yu, X.; Chen, K.; Yang, F.; Zha, S.; Zhu, J. Org. Lett. 2016, 18, 5412.

    Article  CAS  PubMed  Google Scholar 

  15. Qi, Z.; Tang, G.-D.; Pan, C.-L.; Li, X. Org. Biomol. Chem. 2015, 13, 10977.

    Article  CAS  PubMed  Google Scholar 

  16. Subbarao, K. P. V.; Reddy, G. R.; Muralikrishna, A.; Reddy, K. V. J. Heterocycl. Chem. 2014, 51, 1045.

    Article  CAS  Google Scholar 

  17. Yang, Y.-Y.; Shou, W.-G.; Chen, Z.-B.; Hong, D.; Wang, Y.-G. J. Org. Chem. 2008, 73, 3928.

    Article  CAS  PubMed  Google Scholar 

  18. Rao, T. K.; Epler, J. L.; Guerin, M. R.; Clark, B. R.; Ho, C. Short-Term Bioassays in the Analysis of Complex Environmental Mixtures II; Waters, M. D.; Sandhu, S. S.; Huisingh, J. L.; Claxton, L., Eds.; Springer US: Boston, 1980, p. 243.

    Chapter  Google Scholar 

  19. Wakeham, S. G. Environ. Sci. Technol. 1979, 13, 1118.

    Article  CAS  Google Scholar 

  20. Tanga, M. J.; Davis, R. F.; Reist, E. J. J. Heterocycl. Chem. 1987, 24, 39.

    Article  CAS  Google Scholar 

  21. De, S.; Mishra, S.; Kakde, B. N.; Dey, D.; Bisai, A. J. Org. Chem. 2013, 78, 7823.

    Article  CAS  PubMed  Google Scholar 

  22. Suchaud, V.; Gavara, L.; Giraud, F.; Nauton, L.; Théry, V.; Anizon, F.; Moreau, P. Bioorg. Med. Chem. 2014, 22, 4704.

    Article  CAS  PubMed  Google Scholar 

  23. Chen, W.-L.; Chen, C.-Y.; Chen, Y.-F.; Hsieh, J.-C. Org. Lett. 2015, 17, 1613.

    Article  CAS  PubMed  Google Scholar 

  24. Cysewski, R.; De Cola, L.; Fernandez Hernandez, J. M.; Josel, H.-P.; Lopez-Calle, E.; Zarnt, T. US Patent 20160145281.

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Acknowledgement

This work was supported by the Russian Science Foundation (grant 18-13-00365).

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Authors and Affiliations

  1. Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., K-2, Yekaterinburg, 620002, Russia

    Olga S. Taniya, Dmitry S. Kopchuk, Albert F. Khasanov, Igor S. Kovalev, Grigory V. Zyryanov, Valery N. Charushin & Oleg N. Chupakhin

  2. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg, 620219, Russia

    Olga S. Taniya, Dmitry S. Kopchuk, Albert F. Khasanov, Grigory V. Zyryanov, Valery N. Charushin & Oleg N. Chupakhin

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  1. Olga S. Taniya
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  2. Dmitry S. Kopchuk
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  3. Albert F. Khasanov
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  4. Igor S. Kovalev
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  5. Grigory V. Zyryanov
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  6. Valery N. Charushin
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  7. Oleg N. Chupakhin
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Corresponding author

Correspondence to Grigory V. Zyryanov.

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Taniya, O.S., Kopchuk, D.S., Khasanov, A.F. et al. 2-Azaanthracene (microreview) . Chem Heterocycl Comp 55, 505–507 (2019). https://doi.org/10.1007/s10593-019-02491-9

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  • DOI: https://doi.org/10.1007/s10593-019-02491-9

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