Skip to main content
SpringerLink
Log in

Zum Problem der Selektivität von Pyrrolsynthesen: Isomere und Homologe bei synthesen nach Fischer—Fink

Concerning the selectivity problem in the synthesis of pyrroles: Isomers and homologues in the fischer—Fink type synthesis

  • Organische Chemie und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

In the course of theFischer—Fink synthesis not only the expected esters of alkylpyrrole-2-carboxylic acids are obtained, but isomers and homologues as well. Their formation can be avoided by suitable variations of the starting materials. The product ratios were analyzed by means of gas chromatography.

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

Access this article

Log in via an institution

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

Literatur

  1. H. Fischer undE. Fink, Z. physiol. Chem.283, 152 (1948).

    Google Scholar 

  2. P. J. Crook, A. H. Jackson undG. W. Kenner, Ann. Chem.748, 26 (1971);P. S. Clezy undA. W. Nichol, Austral. J. Chem.18, 1977 (1965).

    Google Scholar 

  3. E. Royals undK. C. Brannock, J. Amer. Chem. Soc.76, 1180 (1954).

    Google Scholar 

  4. H. Budzikiewicz, C. Djerassi, A. H. Jackson, G. W. Kenner, D. J. Newman undJ. M. Wilson, J. Chem. Soc.1964, 1949.

  5. C. R. Hauser, F. W. Swamer undJ. T. Adams Org. React.8, 59 (1954).

    Google Scholar 

  6. G. G. Kleinspehn, J. Amer. Chem. Soc.77, 1546 (1955).

    Google Scholar 

  7. H. Fischer undE. Fink, Z. physiol. Chem.280, 123 (1944).

    Google Scholar 

  8. E. Baltazzi undL. I. Krimen, Chem. Rev.63, 511 (1963).

    Google Scholar 

  9. H. Plieninger, P. Hess undJ. Ruppert, Chem. Ber.101, 240 (1968).

    Google Scholar 

  10. E. Bullock, A. W. Johnson, E. Markham undK. B. Shaw, J. Chem. Soc.1958, 1430.

  11. A. H. Tracy undR. C. Elderfield, J. Org. Chem.6, 63 (1941).

    Google Scholar 

  12. W. Kimel undA. C. Cope, J. Amer. Chem. Soc.65, 1992 (1943).

    Google Scholar 

  13. G. W. Anderson, I. F. Halverstadt, W. H. Miller undR. O. Roblin, Jr., J. Amer. Chem. Soc.67, 2197 (1945).

    Google Scholar 

  14. J. Ellis, A. H. Jackson, A. C. Jain undG. W. Kenner, J. Chem. Soc.1964, 1935.

  15. S. F. McDonald undR. J. Stedman, Canad. J. Chem.33, 458 (1955).

    Google Scholar 

  16. Vgl. z. B. A. J. Zambito undE. E. Howe, Org. Synth.40, 21 (1960).

    Google Scholar 

  17. S. Sugasawa, Jap. Pat.: Chem. Abstr.47, 4363 c (1953).

    Google Scholar 

  18. Vgl. z. B.M. M. Kreevoy undR. W. Taft, Jr. J. Amer. Chem. Soc.77, 5590 (1955).

    Google Scholar 

  19. R. A. Jones, Adv. Heterocycl. Chem.11, 383 (1970).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Lehrkanzel für Organische Chemie der Universität Wien, Österreich

    H. Falk, O. Hofer & H. Lehner

Authors
  1. H. Falk
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. O. Hofer
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. H. Lehner
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Falk, H., Hofer, O. & Lehner, H. Zum Problem der Selektivität von Pyrrolsynthesen: Isomere und Homologe bei synthesen nach Fischer—Fink. Monatshefte für Chemie 104, 925–932 (1973). https://doi.org/10.1007/BF00903906

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00903906

Search

Navigation