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Catalytic oxidation of furan and hydrofuran compounds oxidation of furan by hydrogen peroxide in the presence of vanadium compounds under the conditions of phase-transfer catalysis

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Oxidation of furan in system containing hydrogen peroxide, vanadium compound, chlorinated hydrocarbon, water, and phase-transfer catalyst was studied for the first time. In addition to the main product of this process-cis-β-formylacrylic acid-the formation of other products not previously found at oxidation of furan with hydrogen peroxide was detected. They included 2(5H)-furanone, 2,5-dihydroxy-2,5-dihydrofuran, and maleic dialdehyde. Small amounts of maleic and fumaric acids and also the product from polymerization of dihydroxydihydrofuran and dialdehyde were formed. The influence of the type of organic solvent, vanadium and phase-transfer catalysts, and the ratios of the reagents on the yield of the oxidation products were investigated.

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References

  1. V. V. Poskonin, L. A. Badovskaya, and L. A. Povarova,Khim. Geterotsikl. Soedin., No. 8, 1047 (1998).

    Google Scholar 

  2. J. Clauson-Kaas and J. Fakstrop,Acta Chem. Scand.,1, 415 (1947).

    CAS  Google Scholar 

  3. A. P. Salchinkin,Zh. Prikl. Khim.,32, 1605 (1959).

    CAS  Google Scholar 

  4. L. V. Lapkova,Author's Abstract of Thesis for Candidate of Chemical Sciences [in Russian], Rostov-on-Don (1974).

  5. V. P. Gvozdetskaya,Thesis for Candidate of Chemical Sciences [in Russian], Krasnodar (1974).

  6. V. V. Poskonin, L. A. Badovskaya, and L. A. Povarova,Khim. Geterotsikl. Soedin., No. 7, 893 (1998).

    Google Scholar 

  7. A. V. Artemov, I. Yu. Litvintsev, M. Yu. Baevskii, E. F. Vainshtein, and V. N. Sapunov,Kinet. Katal.,26, 621 (1985).

    CAS  Google Scholar 

  8. I. I. Vol'nov,Peroxo Complexes of Vanadium, Niobium, and Tantalum [in Russian], Nauka, Moscow (1987).

    Google Scholar 

  9. L. A. Badovskaya,Thesis for Doctor of Chemical Sciences [in Russian], Krasnodar (1982).

  10. A. K. Pikaev and S. A. Kabakchi,Reactivity of the Primary Products of the Radiolysis of Water [in Russian], Energoizdat, Moscow (1982).

    Google Scholar 

  11. E. Dehmlow and Z. Dehmlow,Phase-Transfer Catalysis [Russian translation], Mir, Moscow (1987).

    Google Scholar 

  12. O. Bortolini, V. Conte, F. Di Furia, and G. Modena,J. Org. Chem.,51, 2661 (1986).

    Article  CAS  Google Scholar 

  13. C. Venturello and R. D'Aloisio,J. Org. Chem.,53, 1553 (1988).

    Article  CAS  Google Scholar 

  14. C. Aubry, G. Chottard, N. Platzer, J.-M. Bregeault, R. Thouvenot, F. Chanveau, C. Huet, and H. Ledon,Inorg. Chem.,30, 4409 (1991).

    Article  CAS  Google Scholar 

  15. I. A. Kuzovnikova, L. A. Badovskaya, Ya. I. Tur'yan, and V. G. Kul'nevich,Khim. Geterotsikl. Soedin., No. 6, 737 (1974).

    Google Scholar 

  16. V. V. Poskonin, L. A. Badovskaya, and A. V. Butin,Zh. Org. Khim.,33, 574 (1997).

    Google Scholar 

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Authors
  1. V. V. Poskonin
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  2. L. A. Badovskaya
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  3. L. V. Povarova
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  4. R. I. Ponomarenko
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Additional information

For Communication 5, see [1].

Kuban State Technological University, Krasnodar, Russia. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1322–1329, October, 1999.

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Poskonin, V.V., Badovskaya, L.A., Povarova, L.V. et al. Catalytic oxidation of furan and hydrofuran compounds oxidation of furan by hydrogen peroxide in the presence of vanadium compounds under the conditions of phase-transfer catalysis. Chem Heterocycl Compd 35, 1143–1149 (1999). https://doi.org/10.1007/BF02323370

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  • DOI: https://doi.org/10.1007/BF02323370

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