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Stepwise Selective Reduction of Polynitroarenes Using Isopropanol as a Source of Hydrogen in a Flow-Type Reactor in the Presence of Alumina

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Abstract

Reduction of several polynitroarenes with isopropanol in a flow-type reactor in the presence of Al2O3 catalyst was studied. Temperature-controlled highly selective reduction of one, two, or three nitro groups in all the studied polynitroarenes proved to be feasible. N-alkylation of the reaction products was the predominant side reaction at high temperatures, except for the reduction of 2,7-dinitronaphthalene: in this case, a considerable amount of alkoxylated product was obtained. Benzo[c]cinnoline was the main product of reduction of 2,2′-dinitrobiphenyl.

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Article Open access 02 December 2021

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Authors and Affiliations

  1. Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Prosp. Akad, Lavrent’eva 5, Novosibirsk, 630090, Russian Federation

    Vladislav P. Sivcev & Vladimir I. Anikeev

  2. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Prosp. Akad. Lavrent’eva, 9, Novosibirsk, 630090, Russian Federation

    Vladislav P. Sivcev, Konstantin P. Volcho & Nariman F. Salakhutdinov

Authors
  1. Vladislav P. Sivcev
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  2. Konstantin P. Volcho
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  3. Nariman F. Salakhutdinov
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  4. Vladimir I. Anikeev
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Correspondence to Konstantin P. Volcho.

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Sivcev, V.P., Volcho, K.P., Salakhutdinov, N.F. et al. Stepwise Selective Reduction of Polynitroarenes Using Isopropanol as a Source of Hydrogen in a Flow-Type Reactor in the Presence of Alumina. J Flow Chem 4, 113–117 (2014). https://doi.org/10.1556/JFC-D-14-00004

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  • DOI: https://doi.org/10.1556/JFC-D-14-00004

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