Skip to main content
Log in

Investigation in the thiophthene series

Communication 2. Cyclization of substituted (thienylthio)acetic esters and some reactions of 2-ethylthiophthene

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

Summary

  1. 1.

    An accessible method was developed for the preparation of 2,4-dialkylthiophthenes and 1,6-dialkylthieno[3, 2-b] thiophenes.

  2. 2.

    By the cyclization of (3-acetyl-5-ethyl-2-thienylthio)acetic and (2-acetyl-5-ethyl-3-thienylthio)acetic esters good yields were obtained of 5-ethyl-3-methyl-2-thiophthenecarboxylic and 5-ethyl-3-methylthieno[3,2-b]-thiophene-2-carboxylic acids, and by the decarboxylation of these 2-ethyl-4-methylthiophthene and 2-ethyl-6-methylthieno[3,2-b]thiophene, respectively, were obtained.

  3. 3.

    Some transformations of 2-ethylthiophthene were studied.

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. W. Friedmann, Ber.49, 1344 (1916).

    Google Scholar 

  2. F. Kröhnke, Ber.66, 604 (1933); L. C. King, J. Amer. Chem. Soc.66, 894 (1944).

    Google Scholar 

  3. F. Challenger and J. L. Holmes, J. Chem. Soc. 1837 (1953).

  4. V. V. Chaisas and B. D. Tilak, Current Sci.22, 184 (1953); Proc. Indian Acad. Sci.39A, 14 (1954); B. D. Tilak, Tetrahedron,9, No. 1/2, 76 (1960).

    Google Scholar 

  5. Ya. L. Gol'dfarb and Yu. B. Vol'kenshtein, Dokl. AN SSSR128, 536 (1959).

    Google Scholar 

  6. S. Bronowitz, Arkiv kemi 269 (1958).

  7. F. Challenger and S. A. Miller, J. Chem. Soc. 1005 (1939).

  8. F. Yu. Rachinskii, A. S. Mozzhukhin, N. M. Slavachevskaya, and L. I. Tank, Uspekhi khimii28, 1488 (1959); E. F. Romantsev and A. V. Savich, Chemical Protection from Ionizing Radiations [in Russian], Gosizdat. med. lit., Moscow (1958).

    Google Scholar 

  9. W. Knoevenagel, Ber.37, 4507 (1904).

    Google Scholar 

  10. R. Adams, F. L. Roman, and W. N. Sperry, J. Amer. Chem. Soc.44, 1781 (1922).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gol'dfarb, Y.L., Litvinov, V.P. Investigation in the thiophthene series. Russ Chem Bull 12, 317–322 (1963). https://doi.org/10.1007/BF00846405

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00846405

Keywords

Navigation