Russian Journal of Organic Chemistry

, Volume 53, Issue 5, pp 738–745 | Cite as

7,8,9-trimethyl-1-phenyl-3H-pyrrolo[2,1-d][1,2,5]triazepin-4(5H)-one. Synthesis and reactions

Article
  • 40 Downloads

Abstract

A strategy was developed for the synthesis of 7,8,9-trimethyl-1-phenyl-3H-pyrrolo[2,1-d][1,2,5]-triazepin-4(5H)-one, reactions of its functionalization at the С4 atom and aza rings fusion at the С4‒N3 bond were explored. The formation mechanism of the pyrrolo-1,2,5-triazepinone scaffold was suggested.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Menges, N., Sari, O., Abdullayev, Y., Erdem, S.S., and Balci, M., J. Org. Chem., 2013, vol. 78, p. 5184. doi 10.1021/jo4001228CrossRefGoogle Scholar
  2. 2.
    Castellano, S., Stefancich, G., La Colla, P., and Musiu, C., J. Heterocycl. Chem., 2000, vol. 37, p. 1539. doi 10.1002/jhet.5570370CrossRefGoogle Scholar
  3. 3.
    Milen, M., Ábrányi-Balogh, P., Dancsó, A., Simig, G., and Volk, B., Tetrahedron, 2014, vol. 70, p. 465. doi 10.1016/j.tet.2013.11.032CrossRefGoogle Scholar
  4. 4.
    Milen, M., Foldesi, T., Dancso, A., Simig, G., and Volk, B., Synlett., 2015, vol. 26, p. 2418. doi 10.1055/9-0034-1380538CrossRefGoogle Scholar
  5. 5.
    Alberola, A., Andrés, J.M., Gonzalez, A., Pedrosa, R., and Vicente, M., Heterocycles, 1989, vol. 29, p. 1973. doi 10.3987/COM-89-5096CrossRefGoogle Scholar
  6. 6.
    Yakhontov, L.N. and Glushkov, R.G., Sinteticheskie lekarstvennye sredstva (Synthetic Drugs), Moscow Meditsina, 1983.Google Scholar
  7. 7.
    Kharaneko, O.I. and Bogza, S.L., Russ. J. Org. Chem., 2016, vol. 52, p. 1043. doi 10.1134/S1070428016070228CrossRefGoogle Scholar
  8. 8.
    Kibal’nyi, A.V., Nikolyukin, Yu.A., and Dulenko, V.I., Chem. Heterocycl. Compd., 1994, vol. 30, p 895. doi 10.1007/BF01165026Google Scholar
  9. 9.
    Chimirri, A., De Sarro, G., De Sarro, A., Gitto, R., Quartarone, S., Zappala, M., Constanti, A., and Libri, V., J. Med. Chem., 1998, vol. 41, p. 3409. doi 10.1021/jm9800393CrossRefGoogle Scholar
  10. 10.
    Gitto, R., Orlando, V., Quartarone, S., De Sarro, G., De Sarro, A., Russo, E., Ferreri, G., and Chimirri, A., J. Med. Chem., 2003, vol. 46, p. 3758. doi 10.1021/jm030821pCrossRefGoogle Scholar
  11. 11.
    Khabarov, K.M., Kharaneko, O.I., and Bogza, S.L., Chem. Heterocycl. Compd., 2009, vol. 4, p. 468. doi 10.1007/s10593-009-0280-0CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2017

Authors and Affiliations

  1. 1.Litvinenko Institute of Physical Organic and Coal ChemistryDonetskUkraine

Personalised recommendations