Abstract
Cyclization of ethyl pyruvate 2,3-naphthylenehydrazone in polyphosphate ester gives 2,9-diethoxycarbonyl-1H,10H-benzo[e]pyrrolo[3,2-g]indole, which on hydrolysis and decarboxylation of the resulting acid affords the unsubtituted 1H,10H-benzo[e] pyrrolo[3,2-g]indole.
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Sh. A. Samsonia, D. O. Kadzhrishvili, E. N. Gordeev, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 9, 1219 (1984).
G. G. Dyadyusha, A. M. Kolesnlkov, and F. A. Mikhailenko, Zh. Org. Khim., 18, 206 (1982).
R. Huisgen and W. Scheer, Tetrahedron Lett., No. 6, 481 (1971).
V. Spiro, S. Petruso, and L. Lamartina, J. Het. Chem., 11, 307 (1974).
I. Sh. Chikvaidze, Sh. A. Samsonia, T. A. Kozik, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 11, 1508 (1980).
K. Nakanishi, Infrared-Red Spectra and the Structure of Organic Compounds [Russian translation], Mir, Moscow (1965), p. 45.
T. A. Babushkina, A. M. Vasil'ev, L. V. Shagalov, V. N. Eraksina, T. A. Tkachenko, and N. N. Suvorov, Zh. Org. Khim., 11, 864 (1975).
N. L. Targamadze, Dissertation, Tbilisi (1980).
Sh. A. Samsonia, D. O. Kadzhrishvili, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 2, 268 (1981).
H. Franzen, J. Prakt. Chem., 76, 205 (1907).
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For communication 11, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1222–1224, September, 1985.
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Samsonia, S.A., Trapaidze, M.V., Kuprashvili, N.A. et al. Pyrroloindoles. 12. Synthesis of 1H, 10H-benzo[e]pyrrolo[3,2-g]indole. Chem Heterocycl Compd 21, 1016–1018 (1985). https://doi.org/10.1007/BF00515026
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DOI: https://doi.org/10.1007/BF00515026