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Synthesis of New Derivatives of 2-Imino-2,5-dihydrofurans Containing 4-Oxothiazolidine Ring

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Abstract

The reactions of 5,5-dialkyl-N-alkyl-2-imino-2,5-dihydrofuran-3-carboxamide thiosemicarbazones with diethyl acetylenedicarboxylate and maleic anhydride in absolute ethanol gave rise to potentially bioactive compounds containing iminodihydrofuran and 4-oxothiazolidine rings. The synthesized compounds were characterized by 1H and 13C NMR spectroscopy and elemental analysis data.

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REFERENCES

  1. Bockman, M.R., Engelhart, C.A., Cramer, J.D., Howe, M.D., Mishra, N.K., Zimmerman, M., Larson, P., Alvarez-Cabrera, N., Park, S.W., Boshoff, H.I.M., Bean, J.M., Young, V.G., Ferguson, D.M., Dartois, V., Jarrett, J.T., Schnappinger, D., and Aldrich, C.C., ACS Infect. Dis., 2019, vol. 5, no. 4, p. 598. https://doi.org/10.1021/acsinfecdis.8b00345

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Sahiba, N., Sethiya, A., Soni, J., Agarwal, D.K., and Agarwal, Sh., Top. Curr. Chem., 2020, vol. 378, no. 2, p. 34. https://doi.org/10.1007/s41061-020-0298-4

    Article  CAS  Google Scholar 

  3. Agrawal, N., Curr. Chem. Lett., 2021, vol. 10, no. 2, p. 119. https://doi.org/10.5267/j.ccl.2020.11.002

    Article  Google Scholar 

  4. Trotsko, N., Eur. J. Med. Chem., 2021, vol. 215, p. 113266. https://doi.org/10.1016/j.ejmech.2021.113266

    Article  CAS  PubMed  Google Scholar 

  5. Mishchenko, M., Shtrygol, S., Kaminskyy, D., and Lesyk, R., Sci. Pharm., 2020, vol. 88, no. 1, p. 16. https://doi.org/10.3390/scipharm88010016

    Article  CAS  Google Scholar 

  6. Popiołek, Ł., Piątkowska-Chmiel, I., GawrónskaGrzywacz, M., Biernasiuk, A., Izdebska, M., Herbet, M., Sysa, M., Malm, A., Dudka, J., and Wujec, M., Biomed. Pharmacother., 2018, vol. 103, p. 1337. https://doi.org/10.1016/j.biopha.2018.04.163

    Article  CAS  PubMed  Google Scholar 

  7. Masoud, G.N., Youssef, A.M., Abdel Khaled, M.M., Abdel Wahab, A.E., Labouta, I.M., and Hazzaa, A.A.B., Med. Chem. Res., 2013, vol. 22, p. 707. https://doi.org/10.1007/s00044-012-0057-3

    Article  CAS  Google Scholar 

  8. Pejović, A., Minić, A., Jovanović, J., Pešić, M., Komatina, D.I., Damljanović, I., Stevanović, D., Mihailović, V., Katanić, J., and Bogdanović, G.A., J. Organomet. Chem., 2018, vol. 869, p. 1. https://doi.org/10.1016/j.jorganchem.2018.05.014

    Article  CAS  Google Scholar 

  9. Avetisyan, A.A. and Tokmajyan, G.G., Khim. Zh. Arm., 2007, vol. 60, p. 698.

    CAS  Google Scholar 

  10. Ramshid, P.K., Jagadeeshan, S., Krishnan, A., Mathew, M., Asha Nair, S., and Radhakrishna, P.M., Med. Chem., 2010, vol. 6, p. 306. https://doi.org/10.2174/157340610793358909

    Article  CAS  PubMed  Google Scholar 

  11. Karapetyan, L.V., Tokmajyan, G.G., and Makaryan, G.M., Russ. J. Org. Chem., 2019, vol. 55, no. 11, p. 1806. https://doi.org/10.1134/S1070428019110265

    Article  CAS  Google Scholar 

  12. Karapetyan, L.V., Tokmajyan, G.G., and Paronikyan, R.V., Russ. J. Org. Chem., 2021, vol. 57, no. 1, p. 131. https://doi.org/10.1134/S1070428021010206

    Article  CAS  Google Scholar 

  13. Benmohammed, A., Khoumeri, O., Djafri, A., Terme, T., and Vanelle, P., Molecules, 2014, vol. 19, no. 3, p. 3068. https://doi.org/10.3390/molecules19033068

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Jangale, A.D. and Dalal, D.S., Chemistry Select, 2019, vol. 4, p. 1323. https://doi.org/10.1002/slct.201802366

    Article  CAS  Google Scholar 

  15. Asghari, S., Pourshab, M., and Mohseni, M., Chem. Monthly, 2018, vol. 149, p. 2327. https://doi.org/10.1007/s00706-018-2292-x

    Article  CAS  Google Scholar 

  16. Ramadan, S.K. and El-Helwa, E.A.E., Russ. J. Org. Chem., 2019, vol. 55, no. 10, p. 1626. https://doi.org/10.1134/S1070428019100282

    Article  CAS  Google Scholar 

  17. Porshamsian, K., Montazeri, N., Rad-Moghadam, K., and Ali-Asgari, S., J. Heterocycl. Chem., 2010, vol. 47, no. 6, p. 1439. https://doi.org/10.1002/jhet.458

    Article  CAS  Google Scholar 

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Correspondence to L. V. Karapetyan.

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Karapetyan, L.V., Tokmajyan, G.G. Synthesis of New Derivatives of 2-Imino-2,5-dihydrofurans Containing 4-Oxothiazolidine Ring. Russ J Gen Chem 93, 506–512 (2023). https://doi.org/10.1134/S1070363223030076

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  • DOI: https://doi.org/10.1134/S1070363223030076

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