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Chemistry of Heterocyclic Compounds

, Volume 53, Issue 12, pp 1335–1339 | Cite as

Reaction of N-(3-oxoalkenyl)chloroacetamides with sodium p-toluenesulfinate – synthesis of 3-tosylpyridin-2(1Н)-ones

  • Dmitry S. Goncharov
  • Ivan V. Kulakov
  • Alexander S. FisyukEmail author
Article
  • 57 Downloads

A series of N-(3-oxoalkenyl)chloroacetamides was prepared by acylation of β-enaminoketones with chloroacetyl chloride. A reaction of these compounds with sodium p-toluenesulfinate in dimethylformamide in the presence of potassium carbonate led to 3-tosylpyridin-2(1H)-ones. The limitations of this reaction were studied.

Keywords

enaminoketones N-(3-oxoalkenyl)chloroacetamides 3-tosylpyridin-2(1H)-ones intramolecular cyclization 

Notes

This work was performed with financial support from the Ministry of Education and Science of the Russian Federation (project No. 4.1657.2017/4.6).

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Dmitry S. Goncharov
    • 1
  • Ivan V. Kulakov
    • 1
  • Alexander S. Fisyuk
    • 1
    • 2
    Email author
  1. 1.F. M. Dostoevskii Omsk State UniversityOmskRussia
  2. 2.Omsk State Technical UniversityOmskRussia

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