Abstract
It is shown that the reaction of tosythydrazones of 3-hydroxypiperidin-4-ones with bases, depending on the nature of the latter, results in a rearrangement with a narrowing of the heterocycle and formation of acetylpyrrolidines, or in the formation of 3-hydroxy-1,2,3,6,-tetrahydropyridines.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
G. V. Grishina, S. O. Bachurin, S. E. Tkachenko, and N. S. Zefirov, Khim. Geterotsikl. Soedin., No. 7, 913 (1993).
R. H. Shapiro, Org. React.,26, 405 (1976).
A. M. Zvonok, V. 1. Biba, and L. S. Stanishevskii, Khim. Geterotsikl. Soedin., No. 10, 1344 (1988).
Additional information
Belorussian State Technological University, Minsk, 220030. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3. pp. 361–363, March, 1996. Original article submitted June 26, 1995.
Rights and permissions
About this article
Cite this article
Zvonok, A.M., Okaev, E.B. Shapiro reaction in the series of piperidine derivatives. Synthesis of 3-hydroxy-1,2,3,6-tetrahydropyridines. Chem Heterocycl Compd 32, 310–312 (1996). https://doi.org/10.1007/BF01169248
Issue Date:
DOI: https://doi.org/10.1007/BF01169248