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Hydrogenation and halogenation of 6-phenyl-5-azabenzo[f]fluoranthene and reduction of its adducts with acrylonitrile

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The hydrogenation of 6-phenyl-5-azabenzo[f]fluoranthene in the presence of rhenium heptasulfide takes place in the meso positions of its azaanthracene fragment. The reaction of 5-azabenzo[f]fluoranthene with acid chlorides and aluminum chloride in nitrobenzene gives its 8-chloro derivative. The reduction of the adducts of the diene synthesis of 6-phenyl-5-azabenzo[f]fluoranthene with acrylonitrile by means of sodium in butyl alcohol leads to the corresponding aminomethyl derivatives and a product of retrodiene synthesis, viz., the starting azabenzofluoranthene. The reduction of the adduct of the diene synthesis of 1,3-diphenyl-2-azaanthracene with acrylonitrile proceeds similarly.

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  1. N. S. Prostakov, Mario Torres, A. V. Varlamov, and G. A. Vasil'ev, Khim. Geterotsikl. So edin., No. 5, 648 (1979).

    Google Scholar 

  2. M. P. Cava, K. T. Buck, and A. I. Da Rocha, J. Am. Chem. Soc., 94, 5931 (1972).

    Google Scholar 

  3. N. Campbell and A. Marks, J. Chem. Soc., No. 11, 2941 (1351).

    Google Scholar 

  4. N. S. Prostakov, A. V. Varlamov, Mario Torres, V. F. Zakharov, L. V. Gorshkova, and V. P. Zvolinskii, Khim. Geterotsikl. Soedin., No. 12, 1645 (1980).

    Google Scholar 

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Translated from Khimiya Geterotsikllcheskikh Soedinenii, No. 2, pp. 233–235, February, 1982.

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Prostakov, N.S., Varlamov, A.V., Ryashentseva, M.A. et al. Hydrogenation and halogenation of 6-phenyl-5-azabenzo[f]fluoranthene and reduction of its adducts with acrylonitrile. Chem Heterocycl Compd 18, 182–184 (1982). https://doi.org/10.1007/BF00512965

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  • DOI: https://doi.org/10.1007/BF00512965

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