2-quinoxalinylnitrenes and 4-quinazolinylnitrenes: rearrangement to cyclic and acyclic carbodiimides and ring-opening to nitrile ylides.

@article{Kvaskoff20112quinoxalinylnitrenesA4,
  title={2-quinoxalinylnitrenes and 4-quinazolinylnitrenes: rearrangement to cyclic and acyclic carbodiimides and ring-opening to nitrile ylides.},
  author={D. Kvaskoff and Michael Vosswinkel and C. Wentrup},
  journal={Journal of the American Chemical Society},
  year={2011},
  volume={133 14},
  pages={
          5413-24
        }
}
This work was undertaken with the aim to obtain direct evidence for the interrelationships between hetarylnitrenes, their ring-expanded cyclic carbodiimide isomers, and ring-opened nitrile ylides. Tetrazolo[1,5-a]quinoxaline 11T and tetrazolo[5.1-c]quinazoline 13T undergo valence tautomerization to the corresponding azides 11A and 13A on mild flash vacuum thermolysis (FVT). Photolysis in Ar matrixes at ca. 15 K affords the triplet nitrenes 12 and 14, identified by ESR, UV, and IR spectroscopy… Expand
26 Citations
Flash Vacuum Pyrolysis of Azides, Triazoles, and Tetrazoles.
Nitrenes, carbenes, diradicals, and ylides. Interconversions of reactive intermediates.
  • C. Wentrup
  • Chemistry, Medicine
  • Accounts of chemical research
  • 2011
4-Pyridylnitrene and 2-pyrazinylcarbene
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References

SHOWING 1-10 OF 19 REFERENCES
3-pyridylcarbene and 3-pyridylnitrene: ring opening to nitrile ylides.
...
1
2
...