Skip to main content
Log in

Transcyclization of benzoxazoles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of benzoxazoles with aromatic and aliphatic acids, which gives transcyclization products — 2-substituted benzoxazoles — was studied. The reaction of 2-hydroxyacetanilide with aliphatic acids gives a mixture of 2-substituted benzoxazoles. Under similar conditions, 2-methylbenzothiazole, 2-alkyl-Δ2-oxazolines, and 2-alkyl-Δ2-thiazolines do not undergo transcyclization, but ring opening is observed in the latter two cases.

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.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. S. Skraup and M. Moser, Ber., 55, 1080 (1922).

    Google Scholar 

  2. A. Zadenburg, Ber., 9, 1524 (1876).

    Google Scholar 

  3. L. C. Galatis, J. Am. Chem. Soc., 70, 1967 (1948).

    Google Scholar 

  4. Beilstein, 27, 72, I 235, II 36.

  5. Beilstein, 27, I 235.

  6. G. E. Dunn, E. G. Janzen, and W. Rodewald, Can. J. Chem., 46, 18, 2905 (1968).

    Google Scholar 

  7. S. Patai, The Chemistry of Carboxylic Acids and Esters, Intern. Publ. (1969), p. 589.

  8. W. Theilacker, J. Prakt. Chem., 153, 54 (1939).

    Google Scholar 

  9. R. Elderfield, Heterocyclic Compounds, Vol. 5, Wiley.

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1480–1482, November, 1972.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Belyaev, E.Y., Kondrat'eva, L.E., Sandakov, V.B. et al. Transcyclization of benzoxazoles. Chem Heterocycl Compd 8, 1335–1337 (1972). https://doi.org/10.1007/BF00471865

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00471865

Keywords

Navigation