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Synthesis and modification of 7H-dibenzo[de,h]quinolin-7-ones (microreview)

  • HETEROCYCLES IN FOCUS
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Chemistry of Heterocyclic Compounds Aims and scope

The present review will illustrate the important role of the synthesis and functionalization of 7H-dibenzo- [de,h]quinolin-7-ones. The methods used for preparation of 7H-dibenzo[de,h]quinolin-7-ones can be classified into two groups: intermolecular cyclizations of 1-alkynyl-9,10-anthraquinones and intramolecular cyclizations of isoquinoline derivatives with N-nucleophiles.

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References

  1. Castro-Castillo, V.; Suárez-Rozas, C.; Pabón, A.; Pérez, E. G.; Cassels, B. K.; Blair, S. Bioorg. Med. Chem. Lett. 2013, 23, 327.

    Article  CAS  Google Scholar 

  2. Min, Y. D.; Choi, S. U.; Lee, K. R. Arch. Pharm. Res. 2006, 29, 627.

    Article  CAS  Google Scholar 

  3. Tang, H.; Wang, X.-D.; Wei, Y.-B.; Huang, S.-L.; Huang, Z.-S.; Tan, J.-H.; An, L.-K.; Wu, J.-Y.; Chan, A.S.-C.; Gu, L.-Q. Eur. J. Med. Chem. 2008, 43, 973.

    Article  CAS  Google Scholar 

  4. (a) Chen, Z.-F.; Qin, Q.-P.; Qin, J.-L.; Liu, Y.-C.; Huang, K.-B.; Li, Y.-L.; Meng, T.; Zhang, G.-H.; Peng, Y.; Luo, X.-J.; Liang, H. J. Med. Chem. 2015, 58, 2159. (b) Castro-Castillo, V.; Rebolledo-Fuentes, M.; Theoduloz, C.; Cassels, B. K. J. Nat. Prod. 2010, 73, 1951. (c) Miri, R.; Javidnia, K.; Hemmateenejad, B.; Azarpira, A.; Amirghofran, Z. Bioorg. Med. Chem. 2004, 12, 2529. (d) Yu, B. W.; Meng, L. H.; Chen, J. Y.; Zhou, T. X.; Cheng, K. F.; Ding, J.; Qin, G.W. J. Nat. Prod. 2001, 64, 968.

  5. Chena, W.; Wub, Y.; Zhongb, S.; Chenga, L.; Lia, Q.; Tang, H. Chem. Biol. Interact. 2014, 223, 45.

    Article  Google Scholar 

  6. Li, Y.-P.; Ning, F.-X.; Yang, M.-B.; Li, Y.-C.; Nie, M.-H.; Ou, T.-M.; Tan, J.-H.; Huang, S.-L.; Li, D.; Gu, L.-Q.; Huang, Z.-S. Eur. J. Med. Chem. 2011, 46, 1572.

    Article  CAS  Google Scholar 

  7. Tang, H.; Ning, F.-X.; Wei, Y.-B.; Huang, S.-L.; Huang, Z.-S.; Chan, A. S.-C.; Gu, L.-Q. Bioorg. Med. Chem. Lett. 2007, 17, 3765.

    Article  CAS  Google Scholar 

  8. Sanchez, E. S.; Villares, E. U.; Haddad, M.; Quetin-Leclercq, J. WO Pat. 2011131816 A1.

  9. Shvartsberg, M. S.; Ivanchikova, I. D.; Vasilevsky, S. F. Tetrahedron Lett. 1994, 35, 2077.

    Article  CAS  Google Scholar 

  10. (a) Vasilevsky, S. F.; Baranov, D. S.; Mamatyuk, V. I.; Fadeev, D. S.; Gatilov, Y. V.; Stepanov, A. A.; Vasilieva, N. V.; Alabugin, I. V. J. Org. Chem. 2015, 80, 3. (b) Vasilevsky, S. F.; Baranov, D. S.; Mamatyuk, V. I.; Gatilov, Y. V.; Alabugin, I. V. J. Org. Chem. 2009, 74, 6143.

  11. Vasilevskiy, S.F.; Baranov, D.S. Chem. Heterocycl. Compd. 2013, 49, 140. [Khim. Geterotsikl. Soedin. 2013, 153.] (b) Baranov, D. S.; Ryabichev, A. A.; Mamatyuk, V. I.; Gatilov, Y. V.; Kartsev, V. G.; Vasilevsky, S. F. Mendeleev Commun. 2012, 22, 114. (c) Baranov, D. S.; Vasilevsky, S. F. Russ. Chem. Bull., Int. Ed. 2010, 59, 1031. [Izv. Akad. Nauk, Ser. Khim. 2010, 1008].

  12. Baranov, D. S.; Gold, B.; Vasilevsky, S. F.; Alabugin, I. V. J. Org. Chem. 2013, 78, 2074.

    Article  CAS  Google Scholar 

  13. Baranov, D. S.; Vasilevsky, S. F.; Gold, B.; Alabugin, I. V. RSC Adv. 2011, 1, 1745.

    Article  CAS  Google Scholar 

  14. Baranov, D. S.; Mamatyuk, V. I.; Gatilov, Y. V.; Vasilevsky, S. F. Mendeleev Commun. 2009, 19, 326.

    Article  CAS  Google Scholar 

  15. Tang, H.; Hai-Tao, Z.; Zhou, S.-M.; Zhi-Yu, W.; Zhen-Feng, C.; Liang, H. Bioorg. Med. Chem. Lett. 2012, 22, 2257.

    Article  CAS  Google Scholar 

  16. Zhang, J.; Chen, J.; Zhang, X.; Lei, X. J. Org. Chem. 2014, 79, 10682.

    Article  CAS  Google Scholar 

  17. Sobarzo-Sánchez, E.; De la Fuente, J.; Castedo, L. Magn. Reson. Chem. 2005, 43, 1080.

    Article  Google Scholar 

  18. Ning, F. X.; Weng, X.; Huang, S. L.; Gu, L. J.; Huang, Z. S.; Gu, L. Q. Chin. Chem. Lett. 2011, 22, 41.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences (SB RAS), 3 Institutskaya St., Novosibirsk, 630090, Russia

    Sergei F. Vasilevsky & Aleksandr A. Stepanov

  2. Novosibirsk State University, 2 Pirogova St., Novosibirsk, 630090, Russia

    Sergei F. Vasilevsky & Aleksandr A. Stepanov

Authors
  1. Sergei F. Vasilevsky
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  2. Aleksandr A. Stepanov
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Correspondence to Sergei F. Vasilevsky.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(5), 285–287

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Vasilevsky, S.F., Stepanov, A.A. Synthesis and modification of 7H-dibenzo[de,h]quinolin-7-ones (microreview). Chem Heterocycl Comp 52, 285–287 (2016). https://doi.org/10.1007/s10593-016-1879-6

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  • DOI: https://doi.org/10.1007/s10593-016-1879-6

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