Skip to main content
Log in

Protonation of acetyl and formyl derivatives of pyrrole

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

By electronic spectroscopy and PMR spectroscopy it has been shown that the protonation of derivatives of β- and α-acetylpyrroles and the corresponding formylpyrroles in 14–26 N H2SO4 takes place at the oxygen atom of the carbonyl group. The α derivatives substituted by an alkyl group (CH3, C2H5) in position 4 have a similar structure of the conjugate acids in concentrated H2SO4. Under the same conditions, the α derivatives not substituted in position 4 are capable of adding a proton to C4 of the pyrrole ring.

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. M. I. Struchkova, G. G. Dvoryantseva, N. P. Kostyuchenko, Yu. N. Sheinker, Yu. E. Sklyar, and R. P. Evstigneeva, Khim. Geterotsikl. Soedin., 336 (1972).

  2. Yu. E. Sklyar, R. P. Evstigneeva, O. D. Saralidze, and N. A. Preobrazhenskii, Dokl. Akad. NaukSSSR, 157, 367 (1964).

    Google Scholar 

  3. Yu. E. Sklyar, R. P. Evstigneeva, and N. A. Preobrazhenskii, Khim. Geterotsikl. Soedin., 216 (1966).

  4. A. Treibs and H. G. Kolm, Ann., 606, 166 (1957).

    Google Scholar 

  5. Y. Chiang, R. L. Hinman, S. Theodoropulos, and E. B. Whipple, Tetrahedron, 23, 745 (1967).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1498–1504, November, 1973.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Struchkova, M.I., Dvoryantseva, G.G., Belova, T.P. et al. Protonation of acetyl and formyl derivatives of pyrrole. Chem Heterocycl Compd 9, 1355–1360 (1973). https://doi.org/10.1007/BF00470341

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00470341

Keywords

Navigation