Skip to main content
Log in

Selective electrochemical bromoalkoxylation of aryl olefins

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The selective electrochemical bromoalkoxylation of olefins has been achieved using a membrane-free (diaphragmless) cell to give bromoethers in 60–95% yields, under conditions of cathodic conversion of dibromides formed via competing side reactions back to the olefin precursors.

  2. 2.

    Bromide ion has been found to catalyze the electrochemical addition of methanol to allylbenzene, resulting in the formation of ethers in 75% yield.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. L. C. Vishwakarma and J. S. Walia, J. Indian Chem. Soc.,53, 156 (1976).

    Google Scholar 

  2. J. Rodriguez, J.-P. Dulcere, and M. Bertrand, Tetrahedron Lett., 527 (1984).

  3. N. L. Weinberg and A. K. Hoffman, Can. J. Chem.,49, 740 (1971).

    Google Scholar 

  4. T. Inouse, K. Koyama, T. Matsuoka, et al., Bull. Chem. Soc. Jpn.,40, 162 (1967).

    Google Scholar 

  5. S. Torii, K. Uneyama, H. Tanaka, et al., J. Org. Chem.,46, 3312 (1981).

    Google Scholar 

  6. M. Stackelberg and W. Stracke, Z. Elektrochem.,53, 118 (1949).

    Google Scholar 

  7. R. D. Rieke and Ph. M. Hudnall, J. Am. Chem. Soc.,95, 2646 (1973).

    Google Scholar 

  8. J. Yoshida, R. Nakai, and N. Kawabata, J. Org. Chem.,45, 5269 (1980).

    Google Scholar 

  9. J. Huet, Tetrahedron,37, 731 (1981).

    Google Scholar 

  10. W. Kitching, H. A. Olszowy, and K. Harvey, J. Org. Chem.,47, 1893 (1982).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1829–1935, August, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Élinson, M.N., Makhova, I.V. & Nikishin, G.I. Selective electrochemical bromoalkoxylation of aryl olefins. Russ Chem Bull 37, 1636–1641 (1988). https://doi.org/10.1007/BF00961113

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00961113

Keywords

Navigation