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Chemistry of Heterocyclic Compounds

, Volume 36, Issue 12, pp 1402–1408 | Cite as

The Direction of Ring Fission of Unsymmetrically-substituted Succinic Anhydrides. 1. Interaction of α-Tetrahydrofurylsuccinic Anhydride with Benzylamine and 2,5-Xylidine

  • G. G. Galust'yan
  • M. G. Levkovich
  • N. D. Abdullaev
Article

Abstract

The reaction of α-tetrahydrofurylsuccinic anhydride with amines proceeds regiospecifically at room temperature with the formation of N-substituted 2-(α-tetrahydrofuryl)succinamic acids. On increasing the temperature the reaction direction is changed and the 3 isomer is mainly formed.

amic acids anilines unsymmetrically-substituted succinic anhydrides double resonance direction of nucleophilic attack Overhauser effect 

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Copyright information

© Plenum Publishing Corporation 2000

Authors and Affiliations

  • G. G. Galust'yan
    • 1
  • M. G. Levkovich
    • 1
  • N. D. Abdullaev
    • 1
  1. 1.Institute of the Plant Substances ChemistryUzbek Academy of SciencesTashkent

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