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Synthesis and study of 3-methyl-6H-indolo[2,3-b]quinoxalines

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Abstract

By the condensation of isatin, N-methyl-, N-propyl-, N-benzoylisatin with 4-methyl-1,2-benzeneldiamine 3-methyl-6H-indolo[2,3-b]quinoxalines were obtained in high yields. The reaction occurs stereoselectively, in the mixture only one of possible isomers is present. By the oxidation of methyl group of the quinoxaline fragment new carbonyl derivatives were obtained, and by the reduction of nitro group, the corresponding indoloquinoxalinamines.

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References

  1. Shibinskaya, M.O., Lyakhov, S.A., and Mazepa, A.V., Eur. J. Med. Chem., 2010, vol. 45, p. 1237.

    Article  CAS  Google Scholar 

  2. Harmenberg, J., Akesson-Johansson, A., and Gräslund, A., Antiviral Research, 1991, vol. 15, p. 193.

    Article  CAS  Google Scholar 

  3. Schunck, E., and Marchlewski, L., Ber., 1895, vol. 28, p. 2525.

    Article  CAS  Google Scholar 

  4. Buu-Hoi, N.P., and Saint-Ruf, G., Bull. Soc. chim., 1960, p. 1920.

    Google Scholar 

  5. Rosum, Yu.S., and Shul’ga, S.I., Khimicheskoe stroenie, svoistva i reaktivnost’ organicheskikh soedinenii (Chemical Structure, Properties, and Reactivity of Organic Compounds), Kiev: Naukova Dumka, 1969.

    Google Scholar 

  6. Silva, J., Garden, S.G., and Pinto, A.C., J. Braz. Chem. Soc., 2001, vol. 12, p. 273.

    Article  Google Scholar 

  7. Tacconi, G., Righetti, P.P., and Desimoni, G., J. Pr. Chem., 1973, p. 315.

    Google Scholar 

  8. Helissey, Ph., Desbene-Finck, S., and Giorgi-Renault, S., Eur. J. Org. Chem., 2005, p. 410.

    Google Scholar 

  9. Ivashchenko, A.V., Drushlyak, A.G., and Titov, V.V., Chem. Heterocycl. Comp., 1984, vol. 20, p. 573.

    Article  Google Scholar 

  10. Wilhelmsson, L.M., Kingi, N., and Bergman, J., J Med Chem., 2008, vol. 51, p. 7744.

    Article  CAS  Google Scholar 

  11. Zhinnguetu, G.I., and Rekhter, M.A., Isatin i ego proivodnye (Isatin and Its Derivatives), Kishinev: Shtiintsa, 1977.

    Google Scholar 

Download references

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Authors and Affiliations

  1. National University of Nutritional Technologies, Vladimirskaya ul. 68, Kiev, 01601, Ukraine

    S. I. Shulga, N. V. Simurova, O. S. Shulga & N. I. Misa

Authors
  1. S. I. Shulga
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  2. N. V. Simurova
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  3. O. S. Shulga
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  4. N. I. Misa
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Corresponding author

Correspondence to N. V. Simurova.

Additional information

Original Russian Text © S.I. Shulga, N.V. Simurova, O.S. Shulga, N.I. Misa, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 8, pp. 1192–1196.

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Shulga, S.I., Simurova, N.V., Shulga, O.S. et al. Synthesis and study of 3-methyl-6H-indolo[2,3-b]quinoxalines. Russ J Org Chem 50, 1175–1179 (2014). https://doi.org/10.1134/S107042801408017X

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  • DOI: https://doi.org/10.1134/S107042801408017X

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