Skip to main content
Log in

Synthesis of derivatives of 1,3-dihydrospiro[2h-indole-2,2′-pyrrolidine]

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Derivatives of 1,3-dihydrospiro[2H-indole-2,2′-pyrrolidine] were synthesized by the reaction of 2-methylene-2,3-dihydro-1H-indoles with α-iodoacetamide. Treatment of the products with alkyl iodides in the presence of potassium hydroxide gave 1′-substituted spiroindole-2,2′-pyrrolidines. The 1,3-dihydrospiro[2H-indole-2,2′-pyrrolidines] were converted by the action of perchloric acid into 2-(2-carbamoylethyl)-3H-indolium perchlorates.

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. O. červinka, Enamines: Synthesis, Structure, and Reactions, A. G. Cook (ed.), Dekker, New York-London (1969), p. 253.

    Google Scholar 

  2. V. G. Granik, Usp. Khim., 53, 651 (1984).

    Google Scholar 

  3. N. Gamon and Ch. Reichardt, Chem. Ber., 115, 1746 (1982).

    Google Scholar 

  4. H. Psaar, German Patent No. 2,520,816; Ref. Zh. Khim., 18N231P (1977).

  5. H. Psaar and W. Kruckenberg, German Patent No. 2,638,232; Ref. Zh. Khim., 2N238P (1979).

  6. Ch. Hubschwerlen, J. P. Fleury, and H. Fritz, Helv. Chim. Acta, 60, 1312 (1977).

    Google Scholar 

  7. A. A. El-Barbary, S. Carlsson, and S. O. Lawesson, Tetrahedron, 38, 405 (1982).

    Google Scholar 

  8. G. Sokrates, Infrared Characteristic Group Frequencies, Wiley, Chichester-New York-Brisbane-Toronto (1980), p. 74.

    Google Scholar 

  9. K. L. Williamson and J. D. Roberts, J. Am. Chem. Soc., 98, 5082 (1976).

    Google Scholar 

  10. E. Kleinpeter and R. Borsdorf, J. Prakt. Chem., 315, 765 (1973).

    Google Scholar 

  11. W. Grahn, Tetrahedron, 32, 1931 (1976).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 57–59, January, 1989.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shachkus, A.A., Degutis, Y.A. & Mikul'skis, P.P. Synthesis of derivatives of 1,3-dihydrospiro[2h-indole-2,2′-pyrrolidine]. Chem Heterocycl Compd 25, 47–50 (1989). https://doi.org/10.1007/BF00472617

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00472617

Keywords

Navigation