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Synthesis of Spiro[1,4-benzothiazine-2,2'-pyrroles] by the Reaction of Pyrrolo[2,1-c][1,4]oxazinetriones with 2-Aminobenzenethiol

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Abstract

8-Aroyl-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazin-1,6,7-triones react with 2-aminobenzenethiol to give 3'-aroyl-4'-hydroxy-1'-(2-hydroxyethyl)spiro[benzo[b][1,4]thiazine-2,2'-pyrrole]-3,5'(1'H,4H)-diones.

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REFERENCES

  1. Mashevskaya, I.V., Kol’tsova, S.V., and Maslivets, A.N., Chem. Heterocycl. Compd., 2001, vol. 37, p. 652. https://doi.org/10.1023/A:1011681211056

    Article  CAS  Google Scholar 

  2. Maslivets, A.A., Dmitriev, M.V., and Maslivets, A.N., Russ. J. Org. Chem., 2018, vol. 54, p. 1573. https://doi.org/10.1134/S1070428018100238

    Article  CAS  Google Scholar 

  3. Maslivets, A.N. and Bozdyreva, K.S., Chem. Heterocycl. Compd., 2002, vol. 38, p. 1535. https://doi.org/10.1023/A:1022666116527

    Article  CAS  Google Scholar 

  4. Bozdyreva, K.S. and Maslivets, A.N., Russ. J. Org.Chem., 2006, vol. 42, p. 463. https://doi.org/10.1134/S1070428006030249

    Article  CAS  Google Scholar 

  5. Tretyakov, N.A., Shavrina, T.V., and Maslivets, A.N., Russ. J. Org. Chem., 2019, vol. 55, p. 719. https://doi.org/10.1134/S1070428019050221

    Article  CAS  Google Scholar 

  6. Macra, C.F., Bruno, I.J., Chisholm, J.A., Edgington, P.R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., van de Streek, J., and Wood, P.A., J. Appl. Cryst., 2008, vol. 41, p. 466. https://doi.org/10.1107/S0021889807067908

    Article  CAS  Google Scholar 

  7. Konovalova, V.V., Rozhkova, Y.S., Shklyaev, Y.V., Slepukhin, P.A., and Maslivets, A.N., Arkivoc, 2014, p. 124. https://doi.org/10.3998/ark.5550190.p008.430

  8. Konovalova, V.V., Shklyaev, Y.V., and Maslivets, A.N., Arkivoc, 2015, p. 48. https://doi.org/10.3998/ark.5550190.p008.889

  9. Tutynina, N.M., Maslivets, V.A., and Maslivets, A.N., Russ. J. Org. Chem., 2014, vol. 50, p. 840. https://doi.org/10.1134/S1070428014060141

    Article  CAS  Google Scholar 

  10. Babenysheva, A.V., Maslivets, V.A., and Maslivets, A.N., Russ. J. Org. Chem., 2007, vol. 43, p. 1577. https://doi.org/10.1134/S107042800710034X

    Article  CAS  Google Scholar 

  11. Kobelev, A.I., Stepanova, E.E., Dmitriev, M.V., and Maslivets, A.N., Russ. J. Org. Chem., 2016, vol. 52, p. 1363. https://doi.org/10.1134/S1070428016090219

    Article  CAS  Google Scholar 

  12. Kobelev, A.I., Tretyakov, N.A., Stepanova, E.E., Dmitriev, M.V., Rubin, M., and Maslivets, A.N., BeilsteinJ. Org. Chem., 2019, vol. 15, p. 2864. https://doi.org/10.3762/bjoc.15.280

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Tutynina, N.M., Tairova, L.F., and Maslivets, A.N., Russ. J. Org. Chem., 2014, vol. 50, p. 1218. https://doi.org/10.1134/S1070428014080284

    Article  CAS  Google Scholar 

  14. Tretyakov, N.A. and Maslivets, A.N., Russ. J. Org.Chem., 2019, vol. 55, p. 1618. https://doi.org/10.1134/S1070428019100257

    Article  CAS  Google Scholar 

  15. Maslivets, A.N., Mashevskaya, I.V., and Andreichikov, Yu.S., Zh. Org. Khim., 1995, vol. 31, p. 616.

    CAS  Google Scholar 

  16. Mashevskaya, I.V. and Maslivets, A.N., Chem. Heterocycl.Compd., 2006, vol. 42, p. 1. https://doi.org/10.1007/s10593-006-0040-3

    Article  CAS  Google Scholar 

  17. Tretyakov, N.A. and Maslivets, A.N., Russ. J. Org.Chem., 2020, vol. 56, p. 332. https://doi.org/10.1134/S1070428020020256

    Article  CAS  Google Scholar 

  18. CrysAlisPro, Agilent Technologies, Version 1.171.37.33 (release 27-03-2014 CrysAlis171.NET).

  19. Palatinus, L. and Chapuis, G., J. Appl. Cryst., 2007, vol. 40, p. 786. https://doi.org/10.1107/S0021889807029238

    Article  CAS  Google Scholar 

  20. Sheldrick, G.M., Acta Cryst. Sect. C, 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053229614024218

    Article  CAS  Google Scholar 

  21. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Cryst., 2009, vol. 42, p. 339. https://doi.org/10.1107/S0021889808042726

    Article  CAS  Google Scholar 

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Funding

The work was financially supported by the Russian Foundation for Basic Research (project no. 19-33-90222) and by the Government of the Perm Region.

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Authors and Affiliations

  1. Perm State University, 614990, Perm, Russia

    N. A. Tret’yakov, M.V. Dmitriev & A. N. Maslivets

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  1. N. A. Tret’yakov
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  2. M.V. Dmitriev
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  3. A. N. Maslivets
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Correspondence to A. N. Maslivets.

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Tret’yakov, N.A., Dmitriev, M. & Maslivets, A.N. Synthesis of Spiro[1,4-benzothiazine-2,2'-pyrroles] by the Reaction of Pyrrolo[2,1-c][1,4]oxazinetriones with 2-Aminobenzenethiol. Russ J Org Chem 56, 935–938 (2020). https://doi.org/10.1134/S1070428020050292

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