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New methods for synthesis of 1-benzothiophene-3-carboxylic acid derivatives (microreview)

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Chemistry of Heterocyclic Compounds Aims and scope

The microreview is devoted to novel and modified methods for the synthesis of 1-benzothiophene-3-carboxylic acid derivatives including both the assembly of the heterocyclic core and the functionalization of position 3 of benzothiophene. The review covers key studies published since 2015.

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References

  1. (a) Mitsumori, S.; Tsuri, T.; Honma, T.; Hiramatsu, Y.; Okada, T.; Hashizume, H.; Kida, S.; Inagaki, M.; Arimura, A.; Yasui, K.; Asanuma, F.; Kishino, J.; Ohtani, M. J. Med. Chem. 2003, 46, 2446. (b) Gyulavári, P.; Szokol, B.; Szabadkai, I.; Brauswetter, D.; Bánhegyi, P.; Varga, A.; Markó, P.; Boros, S.; Illyés, E.; Szántai-Kis, S.; Krekó, M.; Czudor, S.; Őrfi, L. Bioorg. Med. Chem. Lett. 2018, 28, 3265. (с) Massari, S.; Corona, A.; Distinto, S.; Desantis, J.; Caredda, A.; Sabatini, S.; Manfroni, G.; Felicetti, T.; Cecchetti, V.; Pannecouque, C.; Maccioni, E.; Tramontano, E.; Tabarrini, O. J. Enzyme Inhib. Med. Chem. 2019, 34, 55.

  2. (a) Litvinova, V. A.; Tikhomirov, A. S. Chem. Heterocycl. Compd. 2018, 54, 923. [Khim. Geterotsikl. Soedin. 2018, 54, 923.] (b) Litvinova, V. A.; Tikhomirov, A. S. Chem. Heterocycl. Compd. 2019, 55, 689. [Khim. Geterotsikl. Soedin. 2019, 55, 689.]

  3. (a) Tikhomirov, A. S.; Litvinova, V. A.; Andreeva, D. V.; Tsvetkov, V. B.; Dezhenkova, L. G.; Volodina, Y. L.; Kaluzhny, D. N.; Treshalin, I. D.; Schols, D.; Ramonova, A. A.; Moisenovich, M. M.; Shtil, A. A.; Shchekotikhin, A. E. Eur. J. Med. Chem. 2020, 199, 112294. (b) Tikhomirov, A. S.; Lin, C.-Y.; Volodina, Y. L.; Dezhenkova, L. G.; Tatarskiy, V. V.; Schols, D.; Shtil, A. A.; Kaur, P.; Chueh, P. J.; Shchekotikhin, A. E. Eur. J. Med. Chem. 2018, 148, 128.

  4. Mizukami, A.; Tsugita, M.; Shimora, M.; Tanaka, S.; Hayama, N.; Kimachi, T.; Inamoto, K. Chem. Lett. 2019, 48, 468.

    Article  CAS  Google Scholar 

  5. Janni, M.; Thirupathi, A.; Arora, S.; Peruncheralathan, S. Chem. Commun. 2017, 53, 8439.

    Article  CAS  Google Scholar 

  6. Acharya, A.; Kumar, S. V.; Ila, H. Chem.–Eur. J. 2015, 21, 17116.

    Article  CAS  Google Scholar 

  7. Cheng, B.; Li, Y.; Wang, T.; Zhang, X.; Li, H.; He, Y.; Li, Y.; Zhai, H. J. Org. Chem. 2020, 85, 6794.

    Article  CAS  Google Scholar 

  8. Yan, K.; Yang, D.; Zhang, M.; Wei, W.; Liu, Y.; Tian, L.; Wang, H. Synlett 2015, 1890.

  9. Wang, Y.; Wu, R.; Zhao, S.; Quan, Z.; Su, Y.; Huo, C. Org. Biomol. Chem. 2018, 16, 1667.

    Article  CAS  Google Scholar 

  10. Xia, X.-F.; Zhang, G.-W.; Zhu, S.-L. Tetrahedron 2017, 73, 2727.

    Article  CAS  Google Scholar 

  11. Ye, L.-M.; Qian, L.; Chen, Y.-Y.; Zhang, X.-J.; Yan, M. Org. Biomol. Chem. 2017, 15, 550.

    Article  CAS  Google Scholar 

  12. (a) Liu, K.; Jia, F.; Xi, X.; Li, Y.; Zheng, X.; Guo, Q.; Shen, B.; Li, Z. Org. Lett. 2013, 15, 2026. (b) Weber, P.; Rank, C. K.; Yalcinkaya, E.; Dyga, M.; van Lingen, T.; Schmid, R.; Patureau, F. W.; Gooßen, L. J. Adv. Synth. Catal. 2019, 361, 3925.

  13. Waseem, M. A.; Ansari, K.; Ibad, F.; Ibad, A.; Singh, J.; Siddiqui, I. R. Tetrahedron Lett. 2017, 58, 4169.

    Article  CAS  Google Scholar 

  14. Liao, G.; Chen, H.-M.; Shi, B.-F. Chem. Сommun. 2018, 54, 10859.

    CAS  Google Scholar 

  15. Tulichala, R. P.; Shankar, M.; Swamy, K. K. J. Org. Chem. 2018, 83, 4375.

    Article  CAS  Google Scholar 

  16. Shigeno, M.; Sasaki, K.; Nozawa-Kumada, K.; Kondo, Y. Org. Lett. 2019, 21, 4515.

    Article  CAS  Google Scholar 

  17. Zultanski, S. L.; Zhao, J.; Stahl, S. S. J. Am. Chem. Soc. 2016, 138, 6416.

    Article  CAS  Google Scholar 

  18. Xu, X.; Li, B.; Zhao, Y.; Song, Q. Org. Chem. Front. 2017, 4, 331.

    Article  CAS  Google Scholar 

  19. Wang, J.; Weng, Z. Eur. J. Org. Chem. 2019, 1330.

  20. Ikeda, M.; Matsuzawa, T.; Morita, T.; Hosoya, T.; Yoshida, S. Chem.–Eur. J. 2020, 26, 12333.

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The material was prepared with the partial financial support of the Russian Foundation for Basic Research within the framework of scientific project No. 20-33-70209.

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Authors and Affiliations

  1. Gause Institute of New Antibiotics, 11 Bol’shaya Pirogovskaya St., Moscow, 119021, Russia

    Valeriya А. Litvinova & Alexander S. Tikhomirov

Authors
  1. Valeriya А. Litvinova
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  2. Alexander S. Tikhomirov
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Correspondence to Alexander S. Tikhomirov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(2), 131–133

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Litvinova, V.А., Tikhomirov, A.S. New methods for synthesis of 1-benzothiophene-3-carboxylic acid derivatives (microreview). Chem Heterocycl Comp 57, 131–133 (2021). https://doi.org/10.1007/s10593-021-02882-x

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