Chemistry of Heterocyclic Compounds

, Volume 41, Issue 8, pp 1071–1075 | Cite as

Heterocycles with a Bridging Nitrogen Atom. 17. Unexpected Formation of Indolizine during the Preparation of (2-Thioxopyridin-1-yl) Acetate

  • E. V. Babaev
  • G. A. Smirnov
  • V. B. Rybakov


Ethyl 2-hydroxy-1-(2-thioxopyridin-1(2H)-yl)indolizin-3-carboxylate was formed along with ethyl (2-thioxopyridin-1(2H)-acetate from the reaction of 2-bromo-1-(ethoxycarbonylmethyl)pyridinium bromide with sodium sulfide. The structures of all compounds were confirmed by X-ray crystallography.


pyridine-2-thione 2-bromopyridinium salts sodium sulfide ethyl (2-thioxopyridin-1(2H))-yl) acetate ethyl 2-hydroxy-1-(2-thioxopyridin-1(2H)-yl)indolizin-3-carboxylate synthesis of indolizine 


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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • E. V. Babaev
    • 1
  • G. A. Smirnov
    • 1
  • V. B. Rybakov
    • 1
  1. 1.Chemistry FacultyM. V. Lomonosov Moscow State UniversityMoscowRussia

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