Synthesis 2025; 57(04): 846-854
DOI: 10.1055/a-2492-3780
paper

Reductive Synthesis of Azoxypyridines from Nitropyridines Using Hydroxides in Alcoholic Media

Authors

  • Lorenzo Caruana

    a   FIS - Fabbrica Italiana Sintetici S.p.A., Via Milano 26, 36075 Montecchio Maggiore, Italy
  • Dalila Pistilli

    b   Department of Industrial Chemistry ‘Toso Montanari’, Center for Chemical Catalysis C3, INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Gobetti 85, 40129 Bologna, Italy
  • Alessio Bussolari

    b   Department of Industrial Chemistry ‘Toso Montanari’, Center for Chemical Catalysis C3, INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Gobetti 85, 40129 Bologna, Italy
  • Edoardo Toderi

    b   Department of Industrial Chemistry ‘Toso Montanari’, Center for Chemical Catalysis C3, INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Gobetti 85, 40129 Bologna, Italy
  • Arnaldo Nalin

    a   FIS - Fabbrica Italiana Sintetici S.p.A., Via Milano 26, 36075 Montecchio Maggiore, Italy
  • Sergio Osti

    a   FIS - Fabbrica Italiana Sintetici S.p.A., Via Milano 26, 36075 Montecchio Maggiore, Italy
  • Francesco Fontana

    a   FIS - Fabbrica Italiana Sintetici S.p.A., Via Milano 26, 36075 Montecchio Maggiore, Italy
  • Alfredo Paio

    a   FIS - Fabbrica Italiana Sintetici S.p.A., Via Milano 26, 36075 Montecchio Maggiore, Italy
  • Nicolò Santarelli

    b   Department of Industrial Chemistry ‘Toso Montanari’, Center for Chemical Catalysis C3, INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Gobetti 85, 40129 Bologna, Italy
  • Mariafrancesca Fochi

    b   Department of Industrial Chemistry ‘Toso Montanari’, Center for Chemical Catalysis C3, INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Gobetti 85, 40129 Bologna, Italy
  • Luca Bernardi

    b   Department of Industrial Chemistry ‘Toso Montanari’, Center for Chemical Catalysis C3, INSTM RU Bologna, Alma Mater Studiorum – University of Bologna, V. Gobetti 85, 40129 Bologna, Italy

Italian Ministry for University and Research (MUR, PRIN 2020, 2020AEX4TA project).


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Abstract

The partial reduction of nitroarenes with hydroxides in alcoholic media is a venerable yet very direct approach to the synthesis of symmetrical azoxyarenes. Herein, the first application of this method to nitropyridines is disclosed, presenting its adaptation with these challenging but important substrates.

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Publikationsverlauf

Eingereicht: 15. Oktober 2024

Angenommen nach Revision: 28. November 2024

Accepted Manuscript online:
28. November 2024

Artikel online veröffentlicht:
13. Januar 2025

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