Shapiro reaction in the series of piperidine derivatives. Synthesis of 3-hydroxy-1,2,3,6-tetrahydropyridines
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.
KeywordsOrganic Chemistry Piperidine Tetrahydropyridines Piperidine Derivative
Unable to display preview. Download preview PDF.
- 1.G. V. Grishina, S. O. Bachurin, S. E. Tkachenko, and N. S. Zefirov, Khim. Geterotsikl. Soedin., No. 7, 913 (1993).Google Scholar
- 2.R. H. Shapiro, Org. React.,26, 405 (1976).Google Scholar
- 3.A. M. Zvonok, V. 1. Biba, and L. S. Stanishevskii, Khim. Geterotsikl. Soedin., No. 10, 1344 (1988).Google Scholar