Skip to main content
Log in

Electrophilic trichloromethylation of some halogenated thiophenes

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The electrophilic trichloromethylation of 3-chloro-, 3-bromo-, and 3,4-dibromothiophene was studied. It is shown that reaction is directed towards position 2, accompanied by frequent formation of the corresponding substituted di-(2-thienyl)dichloromethane. Trichloromethylation of β-bromothiophenes is complicated by exchange of chlorine for bromine under the reaction conditions.

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

References

  1. L. I. Belen'kii, G. P. Gromova, and M. M. Krayushkin, Gazz. Chim. Ital., 120, 365 (1990).

    Google Scholar 

  2. S. Conde, G. Corral, R. Madroneso, and A. Sanches, Synthesis, No. 6, 412 (1990).

    Google Scholar 

  3. L. I. Belen'kii, G. P. Gromova, and Ya. L. Gold'farb, Khim. Geterotsikl. Soedin., No. 11, 1464 (1975).

    Google Scholar 

  4. B. Roques, M.-Cl. Zaluski, and M. Dutheil, Bull. Soc. Chim. France, No. 1, 238 (1971).

    Google Scholar 

  5. D. J. Chadwick, J. Chambers, G. D. Meakins, and R. L. Snowden, J. Chem. Soc., Perkin Trans. I, No. 16, 1766 (1973).

    Google Scholar 

  6. B.-P. Roques, M.-Cl. Fournie-Zaluski, and R. Oberlin, Bull. Soc. Chim. France, No. 9–10, Pt. 2, 2334 (1975).

    Google Scholar 

  7. S. Gronowitz, Arkiv Kemi, 16, 267 (1960).

    Google Scholar 

  8. D. J. Chadwick, J. Chambers, G. D. Meakins, and R. L. Snowden, J. Chem. Soc., Perkin Trans. I, No. 16, 1766 (1973).

    Google Scholar 

  9. B. Decroix, J. Morel, C. Paulmier, and P. Pastour, Bull. Soc. Chim. France, No. 5, 1848 (1972).

    Google Scholar 

  10. S.-O. Lawesson, Arkiv Kemi, 11, 373 (1957).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1046–1048, August, 1993.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gromova, G.P., Belen'kii, L.I. & Krayushkin, M.M. Electrophilic trichloromethylation of some halogenated thiophenes. Chem Heterocycl Compd 29, 889–891 (1993). https://doi.org/10.1007/BF00534264

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00534264

Keywords

Navigation