Chemistry of Heterocyclic Compounds

, Volume 29, Issue 10, pp 1215–1221 | Cite as

Derivatives of heterocyclic α-iminocarboxylic acids 2. Conversion of hydrazides of heterocyclic α-iminocarboxylic acids into condensed bicyclic systems

  • R. Nurdinov
  • É. É. Liepin'sh
  • I. B. Mazheika
  • I. Ya. Kalvin'sh


By the interaction of hydrazides of L-proline, L-thioproline, pipecolic acid, and tetrahydro-1,4-thiazine-3-carboxylic acid with an excess of a carbonyl compound, through a stage of hydrazone formation, the following compounds have been obtained: 2,3-substituted 1,3-diazabicyclo[3.3.0]octan-4-ones; 7,8-substituted 7-thia-1,7-diazabicyclo[3.3.0]octan-6-ones; and 8,9-substituted diazabicyclo[4.3.0]nonan-7-ones. Preferential translinkage of the rings is characteristic for these heterocycles in solutions; if the substitution is asymmetric, the E-isomers are predominant.


Organic Chemistry Carbonyl Hydrazide Carbonyl Compound Hydrazone 
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Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • R. Nurdinov
    • 1
  • É. É. Liepin'sh
    • 1
  • I. B. Mazheika
    • 1
  • I. Ya. Kalvin'sh
    • 1
  1. 1.Latvian Institute of Organic SynthesisRiga

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