Unexpected Heterocyclic Products from Cycloaddition Reactions of Nonsymmetrical Allenyl Aldoketazines with Substituted Alkynes

@article{Galeta2011UnexpectedHP,
  title={Unexpected Heterocyclic Products from Cycloaddition Reactions of Nonsymmetrical Allenyl Aldoketazines with Substituted Alkynes},
  author={J. Galeta and S. Man and Jean-Philippe Bouillon and M. Pot{\'a}{\vc}ek},
  journal={European Journal of Organic Chemistry},
  year={2011},
  volume={2011},
  pages={392-398}
}
  • J. Galeta, S. Man, +1 author M. Potáček
  • Published 2011
  • Chemistry
  • European Journal of Organic Chemistry
  • Thermally initiated cycloaddition reactions of nonsymmetrical allenyl azines 1 with alkynes or other dipolarophiles usually lead to compounds with three fused, five-membered heterocyclic rings. With alkynes with pronounced "push-pull" systems, however, the reaction ends with the formation of substituted pyrrolidino[1,2-b]pyrazoles 4 and, in the case of azines with trifluoromethyl substitution, ring opening leads to the isolation of compounds 9. Reaction mechanisms for these transformations are… CONTINUE READING
    11 Citations
    Homoallenyl azines in criss-cross cycloaddition reactions
    • 1
    Substituted homoallenyl aldehydes and their derivatives. Part 2: Azines
    • 3

    References

    SHOWING 1-10 OF 21 REFERENCES
    1,3-Dipolar Cycloadditions. Past and Future†
    • 1,850
    1,3-Dipolar Cycloaddition Chemistry
    • 1,722