Methods for the synthesis of indole-3-carboxylic acid esters (microreview)

In this microreview, recent advances in the development of methods for indole cyclization, leading to indole-3-carboxylic acid derivatives, are highlighted. Selected works published since 2013 are covered.

This is a preview of subscription content, access via your institution.

References

  1. 1.

    Chadha, N.; Silakari, O. Eur. J. Med. Chem. 2017, 134, 159.

  2. 2.

    (a) Shchekotikhin, A. E.; Glazunova, V. A.; Dezhenkova, L. G.; Luzikov, Y. N.; Buyanov, V. V.; Treshalina, H. M.; Lesnaya, N. A.; Romanenko, V. I.; Kaluzhny, D. N.; Balzarini, J.; Agama, K.; Pommier, Y.; Shtil, A. A.; Preobrazhenskaya, M. N. Eur. J. Med. Chem. 2014 , 86, 797. (b) Tikhomirov, A. S.; Litvinova, V. A.; Luzikov, Y. N.; Korolev, A. M.; Sinkevich, Y. B.; Shchekotikhin, A. E. Chem. Heterocycl. Compd. 2017, 53, 1072. [Khim. Geterotsikl. Soedin. 2017, 53, 1072.]

  3. 3.

    Liu, X.-G.; Li, Z.-H.; Xie, J.-W.; Liu, Р.; Zhang, J.; Dai, В. Tetrahedron 2016, 72, 653.

  4. 4.

    Shen, D.; Han, J.; Chen, J.; Deng, H.; Shao, М.; Zhang, Н.; Cao, W. Org. Lett. 2015, 17, 3283.

  5. 5.

    Li, H.; Zhao, Y.; Ma, L.; Ma, M.; Jiang, J.; Wan, X. Chem. Commun. 2017, 53, 5993.

  6. 6.

    (a) Lv, H.; Shi, J.; Wu, В.; Guo, Y.; Huang, J.; Yi, W. Org. Biomol. Chem. 2017, 15, 8054. (b) Li, Y.; Li, J.; Wu, Х.; Zhou, Y.; Liu, H. J. Org. Chem 2017, 82, 8984. (c) Mishra, N. K.; Choi, М.; Jo, Н.; Oh, Y.; Sharma, S.; Han, S. H.; Jeong, T.; Han, S.; Lee, S.-Y.; Kim, I. S. Chem. Commun. 2015, 51, 17229. (d) Li, Y.; Qi, Z.; Wang, Н.; Yang, Х.; Li, X. Angew. Chem., Int. Ed. 2016, 55, 11877. (e) Jiang, H.; Gao, Sh.; Xu, J.; Wu, Х.; Lin, А.; Yao, Н. Adv. Synth. Catal. 2016, 358, 188. (f) Shi, P.; Wang, L.; Guo, S.; Chen, K.; Wang, J.; Zhu, J. Org. Lett. 2017, 19, 4359. (g) Patel, P.; Borah, G. Eur. J. Org. Chem. 2017, 2272.

  7. 7.

    Nguyen, H. H.; Kurth, M. J. Org. Lett. 2013, 15, 362.

  8. 8.

    Lian, X.-L.; Ren, Zh.-H.; Wang, Y.-Y.; Guan, Zh.-H. Org. Lett. 2014, 16, 3360.

  9. 9.

    (a) Zoller, J.; Fabry, D. C.; Ronge, M. A.; Rueping, M. Angew. Chem., Int. Ed. 2014, 53, 13264. (b) Wu, Ch.-J.; Meng, Q.; Lei, T.; Zhong, J.-J.; Liu, W.-Q.; Zhao, L.-M.; Li, Zh.-J.; Chen, B.; Tung, Ch.-H.; Wu, L.-Zh. ACS Catal. 2016, 6, 4635. (c) Liu, W.-Q.; Lei, Т.; Song, Z.-Q.; Yang, X.-L.; Wu, Ch.-J.; Jiang, X.; Chen, B.; Tung, Сh.-H.; Wu, L.-Zh. Org. Lett. 2017, 19, 3251.

  10. 10.

    Festa, A. Chem. Heterocycl. Compd. 2018, 54, 22. [Khim. Geterotsikl. Soedin. 2018, 54, 22.]

  11. 11.

    Tang, S.; Gao, X.; Lei, A. Chem. Commun. 2017, 53, 3354.

  12. 12.

    Gharpure, S. J.; Anuradha, D. Org. Lett. 2017, 19, 6136.

  13. 13.

    Bodunov, V. A.; Galenko, Е. Е.; Galenko, A. V.; Novikov, M. S.; Khlebnikov, A. F. Synthesis 2018, 2784.

  14. 14.

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

  15. 15.

    Formenti, D.; Ferretti, F.; Ragaini, F. ChemCatChem 2018, 10, 148.

  16. 16.

    Baumann, M.; Baxendale, I. R.; Deplante, F. Beilstein J. Org. Chem. 2017, 13, 2549.

Download references

The material was prepared with the partial support of the Grants Council of the President of the Russian Federation for state support of young Russian scientists (grant МК-2474.2018.3)

Author information

Affiliations

Authors

Corresponding author

Correspondence to Alexander S. Tikhomirov.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(10), 923–925

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Cite this article

Litvinova, V.A., Tikhomirov, A.S. Methods for the synthesis of indole-3-carboxylic acid esters (microreview). Chem Heterocycl Comp 54, 923–925 (2018). https://doi.org/10.1007/s10593-018-2370-3

Download citation