N-3-OXOALKYLAMIDES AND -THIOAMIDES IN THE SYNTHESIS OF HETEROCYCLIC COMPOUNDS. 7. STUDY OF THE CYCLIZATION OF N-(3-OXOALKYL)AMIDES OF TOSYLACETIC ACID

Authors

  • А. С. Фисюк Omsk State University, Omsk 644077
  • Н. В. Поендаев Omsk State University, Omsk 644077

Keywords:

N-(3-oxoalkyl)amides, 2-pyridones, 3-tosyl-3,6-dihydropyridin-2(1H)-ones, intramolecular cyclization

Abstract

Alkyl-substituted N-(3-oxoalkyl)amides of tosylacetic acid are cyclized under the action of bases with the formation of 3-tosyl-3,6-dihydropyridin-2(1H)-ones. In the presence of a phenyl substituent at position C(1) of the 3-oxoalkyl chain the reaction proceeds with the formation of 2-pyridones. The principles influencing the regiodirection of cyclization are explained.

How to Cite
Fisyuk, A. S.; Poendaev, N. V. Chem. Heterocycl. Compd. 2003, 39, 895. [Khim. Geterotsikl. Soedin. 2003, 1037.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1026146421293

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Published

2003-07-25

Issue

No. 7 (2003)

Section

Original Papers