Abstract
We have developed two synthesis routes for 4-amino derivatives of 6-nitro-γ-carbolines: 1) consecutive conversion of 1,2-dimethyl-3-formyl-5-nitroindole to the 3-cyano derivative, condensation of the latter with DMF diethyl acetal, and cyclization of the enamine formed in this case with ammonia and benzylamine; 2) N-oxidation of 9-substituted 6-nitro-γ-carbolines, transformation of N-oxides to the corresponding γ-carbolin-4-ones, from which the target compounds are obtained through the 4-chloro derivatives.
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V. M. Lyubchanskaya, L. S. Sarkisova, L. M. Alekseeva, and V. K. Granik,Khim. Geterotsikl. Soedin., No. 3, 357 (1992).
É. S. Krichevskii, L. M. Alekseeva, and V. G. Granik,Khim. Geterotsikl. Soedin., No. 11, 1483 (1990).
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For Communication 72, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 502–505, April, 1992.
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Krichevskii, É.S., Granik, V.G. Acetals of lactams and acid amides. 73. Synthesis and some properties of derivatives of 6-nitro-γ-carboline. Chem Heterocycl Compd 28, 420–423 (1992). https://doi.org/10.1007/BF00767002
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DOI: https://doi.org/10.1007/BF00767002