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Studies of oxidation of the 9-furylnaphtho[2,3-b]furan derivatives

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Abstract

With the purpose of establishing of mechanism of the furan ring oxidative cleavage in 9-furylnaphtho[2,3-b]furans obtained recently, their cyclic voltammometric study was carried out. Ability of these compounds to undergo three-step oxidation is revealed. Radical cations of the compounds under study formed in the first step of electrooxidation are partially stable. Comparison of the electrochemical characteristics of 9-furylnaphtho[2,3-b]furan with those of the specially prepared unsaturated 1,4-diketones showed that one of the pathways of further transformations of the compounds under investigation is the formation of the corresponding unsaturated 1,4-diketones. The results obtained tell in favor of participation of the 9-furylnaphtho-[2,3-b]furan radical cations in the process of chemical oxidation.

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Authors and Affiliations

  1. Scientific and Research Institute of Physical and Organic Chemistry of the Rostov State University, pr. Stachek 194/2, Rostov-on-Don, 344090, Russia

    I. A. Profatilova

  2. Southern Scientific Center of Russian Academy of Sciences, Rostov-on-Don, Russia

    I. A. Profatilova & A. A. Bumber

  3. North Osetia State University, Vladikavkaz, Russia

    V. T. Abaev & A. A. Bumber

  4. Scientific and Research Institute of the Heterocyclic Compound Chemistry, Kuban State Technological University, Krasnodar, Russia

    A. V. Butin & V. V. Mel’chin

Authors
  1. V. T. Abaev
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  2. I. A. Profatilova
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  3. A. V. Butin
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  4. V. V. Mel’chin
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  5. A. A. Bumber
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Additional information

Original Russian Text © V.T. Abaev, I.A. Profatilova, A.V. Butin, V.V. Mel’chin, A.A. Bumber, 2006, published in Zhurnal Obshchei Khimii, 2006, Vol. 76, No. 12, pp. 2037–2041.

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Abaev, V.T., Profatilova, I.A., Butin, A.V. et al. Studies of oxidation of the 9-furylnaphtho[2,3-b]furan derivatives. Russ J Gen Chem 76, 1948–1952 (2006). https://doi.org/10.1134/S1070363206120218

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  • DOI: https://doi.org/10.1134/S1070363206120218

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