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Synthesis of functional furan derivatives by oxidation of furans and formylfurans with hydrogen peroxide

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Abstract

The review analyzes the effects of the reaction conditions on the direction of the reactions between furans/formylfurans and hydrogen peroxide. The revealed dependences serve for the synthesis of the desired products and for development of new methods to access α-hydroxy hydroperoxides of furan aldehydes, 2-furanoic acid and its esters and amides, a series of furoic acids bearing the substituent at the furan ring, 2(5H)-furanone and its homologs and functional derivatives, as well as 2,5-dialkoxydihydrofurans. The developed procedures are more advantageous than the conventional methods.

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References

  1. V. G. Kulnevitch, L. A. Badovskaya, Russ. Chem. Rev., 1975, 44, 574.

    Article  Google Scholar 

  2. L. A. Badovskaya, L. V. Povarova, Chem. Heterocycl. Compd., 2009, 45, 1023.

    Article  CAS  Google Scholar 

  3. H. Baba, Rep. Sci. Res. Inst., 1957, 33, 168.

    CAS  Google Scholar 

  4. S. P. Korshunov, L. I. Vereshchagin, Zh. Prikl. Khim., 1963, 36, 1157 [J. Appl. Chem. USSR (Engl. Transl.), 1963, 36].

    CAS  Google Scholar 

  5. L. A. Badovskaya, G. D. Krapivin, T. Ya. Kaklyugina, V. G. Kulnevitch, Zh. Org. Khim., 1975, 11, 2446 [J. Org. Chem. USSR (Engl. Transl.), 1975, 11].

    CAS  Google Scholar 

  6. L. A. Badovskaya, Dis. Doct. Chem. Sci. (Thesis), Krasnodar Polytechnical Institute, Krasnodar, 1982, 370 pp.

    Google Scholar 

  7. E. P. Grunskaya, L. A. Badovskaya, T. Ya. Kaklugina, V. V. Poskonin, Kinet. Catal., 2000, 41, 447.

    Article  CAS  Google Scholar 

  8. V. V. Poskonin, Dis. Doct. Chem. Sci. (Thesis), Kuban State Technological University, Krasnodar, 2001, 348 pp.

    Google Scholar 

  9. Author´s Certificate USSR 355163; Byull. Izobret. [Invention Bull.], 1972, No.31.

  10. G. D. Krapivin, L. A. Badovskaya, V. G. Kul´nevitch, Chem. Heterocycl. Compd., 1975, 11, 1018.

    Article  Google Scholar 

  11. G. D. Krapivin, PhD Thesis (Chem.), Krasnodar Polytechnical Institute, Krasnodar, 1978, 143 pp.

    Google Scholar 

  12. L. A. Badovskaya, V. V. Poskonin, R. I. Ponomarenko, Russ. J. Gen. Chem., 2014, 84, 1133.

    Article  CAS  Google Scholar 

  13. Pat. RF 2240999; Byull. Izobret. [Invention Bull.], 2004, No.33.

  14. V. V. Poskonin, L. A. Badovskaya, L. N. Sorotskaya, L. V. Povarova, T. G. Dedikova, M. A. Tlekhusezh, N. D. Kozhina, S. P. Mitrofanova, Abstr. Int. Congress on Heterocyclic Chemistry "KOST-2015" (Moscow, October 18—23, 2015), Moscow, 2015, 162.

    Google Scholar 

  15. JP Pat. 15866; Ref. Zh. Khim. [Russian Journal of Abstracts, Chemistry], 1969, 2H719.

  16. A. P. Dunlop, F. N. Peters, The Furans, Reinhold Publ. Corp., New York, 1953, 867 pp.

    Google Scholar 

  17. V. V. Poskonin, L. A. Badovskaya, Zh. Org. Khim., 1994, 30, 1001 [Russ. J. Org. Chem. (Engl. Transl.), 1994, 30].

    CAS  Google Scholar 

  18. Pat. RF 2114837; Byull. Izobret. [Invention Bull.], 1998, No.19.

  19. V. G. Kul´nevitch, L. A. Badovskaya, G. F. Muzychenko, Chem. Heterocycl. Compd., 1970, 6, 535.

    Article  Google Scholar 

  20. L. A. Badovskaya, Chem. Heterocycl. Compd., 1978, 14, 1062.

    Article  Google Scholar 

  21. Author´s Certificate USSR 470516; Byull. Izobret. [Invention Bull.], 1975, No.18.

  22. L. A. Badovskaya, V. M. Latashko, V. V. Poskonin, E. P. Grunskaya, Z. I. Tukhteneva, S. G. Rudakova, S. A. Pestunova, A. V. Sarkisyan, Chem. Heterocycl. Compd., 2002, 38, 1040.

    Article  CAS  Google Scholar 

  23. R. Cao, Ch. Liu, L. Liu, Org. Prep. Proced. Int., 1996, 28, 215.

    Article  CAS  Google Scholar 

  24. Author´s Certificate USSR 348555; Byull. Izobret. [Invention Bull.], 1972, No.25.

  25. L. A. Badovskaya, V. V. Poskonin, Kinet. Catal., 2015, 56, 164.

    Article  CAS  Google Scholar 

  26. V. V. Poskonin, L. A. Badovskaya, S. P. Gavrilova, V. G. Kul´nevitch, Zh. Org. Khim., 1989, 25, 1701 [J. Org. Chem. USSR (Engl. Transl.), 1989, 25].

    CAS  Google Scholar 

  27. Author´s Sertificat USSR 1715806; Byull. Izobret. [Invention Bull.], 1992, No.8.

  28. N. K. Strizhov, V. V. Poskonin, L. A. Badovskaya, E. P. Kupina, Russ. J. Org. Chem., 2002, 38, 251.

    Article  CAS  Google Scholar 

  29. A. Schönberg, Praparative Organische Photo Chemie, Springer-Verlag, Berlin—Heidelberg, 1958.

    Book  Google Scholar 

  30. S. H. Schroeter, R. Appel, R. Brammer, G. O. Schenk, Liebigs Ann., 1966, 697, 42.

    Article  CAS  Google Scholar 

  31. DE Pat. 2538771; Chem. Abstr., 1973, 76, 88205.

  32. Author´s Certificate USSR 956452; Byull. Izobret. [Invention Bull.], 1982, No.33.

  33. Author´s Certificate USSR 1703647; Byull. Izobret. [Invention Bull.], 1992, No.1.

  34. V. V. Poskonin, L. A. Badovskaya, L. V. Povarova, Chem. Heterocycl. Compd., 1998, 34, 900.

    Article  CAS  Google Scholar 

  35. L. A. Badovskaya, L. V. Povarova, S. S. Kovalenko, Vestn. Kazan. Tekhnol. Un-ta [Bull. Kazan Technol. Univ.], 2013, 16, No. 14, 93.

    CAS  Google Scholar 

  36. Author´s Certificate USSR 833965; Byull. Izobret. [Invention Bull.], 1981, No.20.

  37. L. V. Povarova, PhD Thesis (Chem.), Kuban State Technological University, Krasnodar, 1998, 115 pp.

    Google Scholar 

  38. Pat. RF 2124508; Byull. Izobret. [Invention Bull.], 1999, No.1.

  39. V. V. Poskonin, L. A. Badovskaya, L. V. Povarova, Chem. Heterocycl. Compd., 1998, 34, 771.

    Article  CAS  Google Scholar 

  40. B. L. Feringa, R. J. Butselaar, Tetrahedron Lett., 1982, 23, 1941.

    Article  CAS  Google Scholar 

  41. N. Elming, in Advances in Organic Chemistry. Methods and Results, Vol. II, Intersci. Publ., New York, 1960.

    Google Scholar 

  42. Z. Ogumi, S. Ohhashi, Z. Tarehara, J. Chem. Soc. Jpn, 1984, 11, 1788.

    Google Scholar 

  43. M. Mederiou, M. Montenegro, Port. Electrochim. Acta, 1989, 7, 47.

    Google Scholar 

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Authors and Affiliations

  1. Kuban State Technological University, 2 ul. Moskovskaya, 350072, Krasnodar, Russian Federation

    L. A. Badovskaya, V. V. Poskonin & L. V. Povarova

Authors
  1. L. A. Badovskaya
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  2. V. V. Poskonin
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  3. L. V. Povarova
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Correspondence to V. V. Poskonin.

Additional information

Based on the materials of International Congress on the Heterocyclic Chemistry "KOST-2015" (October 18—23, 2015, Moscow, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0593—0599, April, 2017.

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Badovskaya, L.A., Poskonin, V.V. & Povarova, L.V. Synthesis of functional furan derivatives by oxidation of furans and formylfurans with hydrogen peroxide. Russ Chem Bull 66, 593–599 (2017). https://doi.org/10.1007/s11172-017-1778-8

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  • DOI: https://doi.org/10.1007/s11172-017-1778-8

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