REACTIONS OF 1,3,5-TRIAZINYLNITROFORMALDOXIMES. 5. SYNTHESIS OF 5-R-3-(1,3,5-TRIAZINYL)-4,5-DIHYDROISOXAZOLES

Authors

  • В. В. Бахарев Samara State Technical University
  • А. А. Гидаспов Samara State Technical University
  • Е. В. Селезнева Samara State Technical University
  • О. С. Ельцов Ural Federal University named after the First President of Russia B. N. Eltsin

DOI:

https://doi.org/10.1007/1168

Keywords:

3-(1, 3, 5-triazinyl)-4, 5-dihydroisoxazoles, 1, 5-triazinylnitrile oxides, 5-triazinylnitroormaldoximes, cycloaddition

Abstract

1,3,5-Triazinylnitrile oxides, formed by heating (2-methoxy-4-R-1,3,5-triazin-6-yl)nitroformaldoximes, react with monosubstituted and 1,1-disubstituted ethylenes with the formation of 3-(1,3,5-triazinyl)-5-monosubstituted and 3-(1,3,5-triazinyl)-5,5-disubstituted 2-isoxazolines. The cycloaddition occurs with high regioselectivity to give exclusively 2-isoxazolines substituted at the positions 3 and 5.

Authors: V. V. Bakharev, A. A. Gidaspov, E. V. Selezneva, and O. S. El'tsov.

English Translation in Chemistry of Heterocyclic Compounds, 2012, 48 (6), pp 912-918

http://link.springer.com/article/10.1007/s10593-012-1076-1

Published

2013-11-15

Issue

Section

Original Papers