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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
Article

Abstract

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.

Keywords

Organic Chemistry Carbonyl Hydrazide Carbonyl Compound Hydrazone 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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