Skip to main content
Log in

Dual reactivity of 1,2-disubstituted dihydro-N-heteroaromatic systems. 4. Factors that affect the rate of aromatization of substituted N-acyldihydropyridines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The rate of dehydroaromatization of N-acyldihydropyridines under the influence of the 2,2,6,6-tetramethyl-1-oxopiperidinium cation increases in the case of electron-donor substituents and decreases in the case of electron-acceptor substituents in the acyl residue or in the α (γ) positions of the pyridine ring. The presence of an annelated benzene ring also decreases the rate of aromatization of dihydropyridines.

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. I. M. Sosonkin, A. K. Sheinkman, and Z. M. Skorobogatova, Khim. Geterotsikl. Soedin., No. 3, 361 (1982).

    Google Scholar 

  2. A. K. Sheinkman, A. K. Tokarev, and A. N. Prilepskaya, Khim. Geterotsikl. Soedin., No. 4, 529 (1972).

    Google Scholar 

  3. T. V. Stupnikova, Z. M. Skorobogatova, and A. K. Sheinkman, Khim. Geterotsikl. Soedin., No. 7, 946 (1979).

    Google Scholar 

  4. Z. M. Skorobogatova, V. A. Golubev, and A. K. Sheinkman, Khim. Geterotsikl. Soedin., No. 1, 76 (1981).

    Google Scholar 

  5. G. Klopman, Chemical Reactivity and Reaction Paths, New York (1974).

  6. R. Pearson, J. Chem. Soc., 45, 581 (1968).

    Google Scholar 

  7. A. K. Sheinkman, Khim. Geterotsikl. Soedin., No. 1, 3 (1974).

    Google Scholar 

  8. V. D. Sen', V. A. Golubev, and T. M. Kosheleva, Izv. Akad. Nauk SSSR, Ser. Khim., No. 4, 747 (1977).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for Communication 3.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 367–370, March, 1982.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sheinkman, A.K., Skorobogatova, Z.M. & Luk'yanenko, L.V. Dual reactivity of 1,2-disubstituted dihydro-N-heteroaromatic systems. 4. Factors that affect the rate of aromatization of substituted N-acyldihydropyridines. Chem Heterocycl Compd 18, 277–279 (1982). https://doi.org/10.1007/BF00522128

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00522128

Keywords

Navigation