Conclusions
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1.
2-N-Alkyl(aryl)amino-3-acetylenyl-1,4-naphthoquinones undergo cyclization reactions in the presence of KOH or PhC-CCu to give corresponding 1,2-disubstituted benz[f]indole-4,9-diones.
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2.
2-N-Acetylamino-3-acetylenyl-1,4-naphthoquinones are cyclized in neutral solvents at 80–110°C to the corresponding 2-substituted 4-N-acetylamino-5-oxonaphtho[4,3-b]furans.
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Yu. S. Tsizin, Khim. Geterotsikl. Soedin., 1153 (1978).
H. W. Moore, Chem. Soc. Rev.,2, 415 (1973).
Y. Naruta, Y. Arita, N. Nagai, and H. Uno, Chem. Lett., 1859 (1982).
M. Akiba, S. Ikuta, and T. Takada, Chem. Commun., 817 (1983).
M. S. Shvartsberg, V. S. Romanov, O. I. Bel'chenko, P. V. Schastnev, and A. A. Moroz, Izv. Akad. Nauk SSSR, Ser, Khim., 842 (1985).
M. S. Shvartsberg, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk,4, No. 9, 98 (1983).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1090–1094, May, 1985.
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Romanov, V.S., Moroz, A.A. & Shvartsberg, M.S. Heterocyclization of N-substituted 2-amino-3-acetylenyl-1,4-naphthoquinones. Russ Chem Bull 34, 994–997 (1985). https://doi.org/10.1007/BF01142788
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DOI: https://doi.org/10.1007/BF01142788