Russian Journal of Organic Chemistry

, Volume 54, Issue 11, pp 1710–1714 | Cite as

Photocatalytic Synthesis of 1,3-Dioxacyclanes from Diols and Primary Alcohols Effected by a System FeCl3–NaNO2/O2(Air)

  • A. R. MakhmutovEmail author


Diols and primary alcohols were subjected to the action of a system FeCl3–NaNO2/O2 (air) under mercury lamp irradiation to synthesize unsubstituted and 2-methyl-1,3-dioxacyclanes: 1,3-dioxolane, 1,3-dioxepane, 1,3-dioxocane, 2-methyl-1,3-dioxolane, 2-methyl-1,3-dioxepane, 2-methyl-1,3-dioxocane. The probable mechanism of the photocatalytic synthesis of 1,3-dioxacyclanes was described by an example of 2-methyl-1,3-dioxolane.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Ding, D., Pan, X., Zhang, Z., Li, N., Zhu, J., and Zhu, X., Polymer. Chem., 2016, vol. 7, p. 5258. doi CrossRefGoogle Scholar
  2. 2.
    Vanparijs, N., Nuhn, L., and De Geest, B.G., Chem. Soc. Rev., 2017, vol. 46, p. 1193.CrossRefGoogle Scholar
  3. 3.
    Danilov, A.M., Chem. Technol. Fuels Oils, 2014, vol. 50, p. 406. doi CrossRefGoogle Scholar
  4. 4.
    Shavshukova, S.Yu., Vikhareva, I.N., and Udalova, E.A., Bashkir. Khim. Zh., 2009, vol. 16, p. 123.Google Scholar
  5. 5.
    Burczyk, B., J. Prakt. Chem., 1980, vol. 322, p. 173. doi CrossRefGoogle Scholar
  6. 6.
    Schnurpfeil, D. and Maurer, G., J. Prakt. Chem., 1994, vol. 336, p. 307.CrossRefGoogle Scholar
  7. 7.
    Miller, S., Bobbitt, J., and Leadbeater, N.E., Org. Biomol. Chem., 2017, vol. 15, p. 2817. doi CrossRefGoogle Scholar
  8. 8.
    Makhmutov, A.R. and Usmanov, S.M., Bashkir. Khim. Zh., 2018, vol. 25, p. 51.Google Scholar
  9. 9.
    Makhmutov, A.R. and Usmanov, S.M., Bashkir. Khim. Zh., 2017, vol. 24, p. 33.Google Scholar
  10. 10.
    Makhmutov, A.R. and Usmanov, S.M., Bashkir. Khim. Zh., 2017, vol. 24, p. 18.Google Scholar
  11. 11.
    Zhang, H., Zhang, W., Zhao, M., Yang, P., and Zhu, Z., Chem. Commun., 2017, vol. 53, p. 1518. doi CrossRefGoogle Scholar
  12. 12.
    Weissberger, A., Proskauer, E.S., Riddick, J.A., and Toops, E.E., Technics of Organic Chemistry, vol. 7: Organic Solvents: Physical Properties and Methods of Purification, New York: Wiley, 1955.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  1. 1.Bashkir State UniversityUfa, BashkortostanRussia

Personalised recommendations