NOVEL SYNTHESIS OF 2-TRICHLOROMETHYL-4-VINYLOXAZOLINE AND ITS DERIVATIZATION BY RING CLEAVAGE REACTIONS

Authors

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

DOI:

https://doi.org/10.1007/1169

Keywords:

allyl amine, Lewis acids, oxazoline, trichloroacetimidate, cyclization

Abstract

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.

Also published in Chemistry of Heterocyclic Compounds, 2012, 48 (6), pp 919-924

http://link.springer.com/article/10.1007/s10593-012-1077-0

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Published

2013-11-15

Issue

No. 6 (2012)

Section

Original Papers