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Synthesis of pyrimido[1,2-a]indoles (minireview)

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Chemistry of Heterocyclic Compounds Aims and scope

This review considers methods for the synthesis of pyrimido[1,2-a]indoles and their ring-fused derivatives, covering publications from the last 10 years. Depending on the synthons used for assembling the target structure, three main approaches to the synthesis of pyrimido-[1,2-a]indoles can be distinguished: annulation of a pyrimidine ring to 2-aminoindoles, modification of other indole derivatives, and miscellaneous methods.

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References

  1. Lagoja, I. M. Chem. Biodiversity 2005, 2(1), 1.

  2. (a) Hili, B. R.; Yudin, A. K. Nat. Chem. Biol. 2006, 2, 284. (b) Agarwal, S. Nat. Rev. Drug Discovery 2010, 9, 427. (c) Ishikura, M.; Abe, T.; Choshi, T.; Hibino, S. Nat. Prod. Rep. 2013, 30, 694.

  3. (a) Bertelli, L.; Biagi, G.; Giorgi, I.; Livi, O.; Manera, C.; Scartoni, V.; Lucacchini, A.; Giannaccini, G.; Barili, P. L. Eur. J. Med. Chem. 2000, 35, 333. (b) Ronga, L.; Del Favero, M.; Cohen, A.; Soum, C.; Le Pape, P.; Savrimoutou, S.; Pinaud N.; Mullie, C.; Daulouede, S.; Vincendeau, P.; Farvacques, N.; Agnamey, P.; Pagniez, F.; Hutter, S.; Azas, N.; Sonnet, P.; Guillon, J. Eur. J. Med. Chem. 2014, 81, 378. (c) Wenthur, C. J.; Morrison, R. D.; Daniels, J. S.; Conn, P. J.; Lindsley, C. W. Bioorg. Med. Chem. Lett. 2014, 24, 2693.

  4. Xu, H.; Fan, L.-l. Eur. J. Med. Chem. 2011, 46, 1919.

    Article  CAS  Google Scholar 

  5. Cliffe, I. A.; Lien, E. L.; Mansell, H. L.; Steiner, K. E.; Todd, R. S.; White, A. C.; Black, R. M. J. Med. Chem. 1992, 35, 1169.

    Article  CAS  Google Scholar 

  6. Müller, U.; Eckenberg, P.; Grutzmann, R.; Bischoff, H.; Denzer, D.; Wohlfeil, S.; Lohmer, S.; Nielsch, U.; Kolkhof, P. US Patent 6114341A, 2012.

  7. (a) Vangrevelinghe, E.; Zimmermann, K.; Schoepfer, J.; Portmann, R.; Fabbro, D.; Furet, P. J. Med. Chem. 2003, 46, 2656. (b) Xu, H.; Fan, L.-l. Eur. J. Med. Chem. 2011, 46, 364.

  8. Gupta, S.; Sharma, S. K.; Mandadapu, A. K.; Gauniyal, H. M.; Kundu, B. Tetrahedron Lett. 2011, 52, 4288.

    Article  CAS  Google Scholar 

  9. Arigela, R. K.; Kumar, R.; Samala, S.; Gupta, S.; Kundu, B. Eur. J. Org. Chem. 2014, 27, 6057.

    Article  Google Scholar 

  10. Kim, Y. H.; Yoo, H. J.; Youn, S. W. Chem. Commun. 2020, 56, 13963.

    Article  CAS  Google Scholar 

  11. Rajesh, M.; Kumar, R.; Puri, S.; Nanubolu, J. B.; Reddy, M. S. Org. Lett. 2020, 22, 1117.

    Article  CAS  Google Scholar 

  12. Jiang, H.; Yang, J.; Tang, X.; Wu, W. J. Org. Chem. 2016, 81, 2053.

    Article  CAS  Google Scholar 

  13. Xie, C.; Zhang, Z.; Li, D.; Gong, J.; Han, X.; Liu, X.; Ma, C. J. Org. Chem. 2017, 82, 3491.

    Article  CAS  Google Scholar 

  14. Wang, X.; Liu, H.; Xie, C.; Zhou, F.; Ma, C. New J. Chem. 2020, 44, 2465.

    CAS  Google Scholar 

  15. Annareddygari, S.; Kasireddy, V. R.; Reddy. J. J. Heterocycl. Chem. 2019, 56, 3267.

  16. Li, C.; Zhang, L.; Shu, S.; Liu, H. Beilstein J. Org. Chem. 2014, 10, 2441.

    Google Scholar 

  17. Kiruthika, S. E.; Perumal, P. T. Org. Lett. 2014, 16, 484.

    Article  CAS  Google Scholar 

  18. Shengjiao, Y.; Dayun, L.; Rong, H.; Xingmei, H. CN Patent 110357892A··

  19. Jiang, M.; Xiang, H.; Zhu, F.; Xu, X.; Deng, L.; Yang, C. Org. Biomol. Chem. 2015, 13, 10122.

    Article  CAS  Google Scholar 

  20. Karthikeyan, I.; Arunprasath, D.; Sekar, G. Chem. Commun. 2015, 5, 1701.

    Article  Google Scholar 

  21. Kopchuk, D. S.; Chepchugov, N. V.; Khasanov, A. F.; Kovalev, I. S.; Santra, S.; Nosova, E. V.; Zyryanov, G. V.; Majee, A.; Rusinov, V. L.; Chupakhin, O. N. Tetrahedron Lett. 2016, 57, 3862.

    Article  CAS  Google Scholar 

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Correspondence to Dmitry S. Kopchuk.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(10), 993–995

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Nikonov, I.L., Kopchuk, D.S., Zyryanov, G.V. et al. Synthesis of pyrimido[1,2-a]indoles (minireview). Chem Heterocycl Comp 57, 993–995 (2021). https://doi.org/10.1007/s10593-021-03012-3

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  • DOI: https://doi.org/10.1007/s10593-021-03012-3

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