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Chemistry of Heterocyclic Compounds

, Volume 48, Issue 6, pp 919–924 | Cite as

Novel synthesis of 2-trichloromethyl-4-vinyloxazoline and its derivatization by ring cleavage reactions*

  • L. Grigorjeva
  • A. Maleckis
  • K. Klimovica
  • M. Skvorcova
  • N. Ivdra
  • G. Leitis
  • A. Jirgensons
Article

A novel efficient and eco-friendly method for the synthesis of 2-trichloromethyl-4-vinyloxazoline is presented that involves Lewis acid-catalyzed cyclization of bisimidate derived from but-3-ene-1,2-diol. The derivatization potential of 2-trichloromethyl-4-vinyloxazoline is demonstrated by ring opening reactions with water, hydrobromic acid, hydrochloric acid, and acetic acid leading to allylamine derivatives.

Keywords

allyl amine Lewis acids oxazoline trichloroacetimidate cyclization 

Notes

This work was carried out with the financial support of the European Social Fund (No. 2009/0203/1DP/1.1.2.0/09/APIA/VIAA/023).

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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • L. Grigorjeva
    • 1
  • A. Maleckis
    • 1
  • K. Klimovica
    • 1
  • M. Skvorcova
    • 1
  • N. Ivdra
    • 1
  • G. Leitis
    • 1
  • A. Jirgensons
    • 1
  1. 1.Latvian Institute of Organic SynthesisRigaLatvia

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