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9-α-Nitro(hydroxy, amino)benzylidene- and 9-Hydroxy(amino)methylene-4-azafluorenes

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Nitration of 9-benzylidene-4-azafluorene with acetyl nitrate leads to the formation of its 9-α-nitrobenzylidene derivative; reduction of the latter gives the corresponding enamine and oxime. Reaction of 4-azafluorene with ethyl benzoate and ethyl formate gives the hydroxybenzylidene and hydroxymethylene derivatives, which upon condensation with amines generate the corresponding enamines. Reduction of 9-formylazafluorene oxime gives 9-aminomethyleneazafluorene. All of the newly synthesized compounds were isolated in the form of mixtures of their Z- and E-isomers, and their structures were established using PMR spectroscopy.

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Authors and Affiliations

  1. P. Lumumba University of Friendly Nations, Moscow

    A. V. Varlamov, A. N. Levov, A. A. Fomichev, A. é. Aliev, S. Dush Santush, A. A. Ustenko, I. L. Pashentseva & N. S. Prostatkov

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  1. A. V. Varlamov
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  2. A. N. Levov
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  3. A. A. Fomichev
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  4. A. é. Aliev
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  5. S. Dush Santush
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  6. A. A. Ustenko
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  7. I. L. Pashentseva
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  8. N. S. Prostatkov
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 212–217, February, 1991.

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Varlamov, A.V., Levov, A.N., Fomichev, A.A. et al. 9-α-Nitro(hydroxy, amino)benzylidene- and 9-Hydroxy(amino)methylene-4-azafluorenes. Chem Heterocycl Compd 27, 173–177 (1991). https://doi.org/10.1007/BF00476752

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  • DOI: https://doi.org/10.1007/BF00476752

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