Syntheses of the N-nitro-1,2,4-triazoles (1) and (2) and their thermal isomerization into the 3-nitroderivatives (3) and (4) is described; this thermal rearrangement of N-nitro-azoles to their corresponding C-nitro-compounds is suggested to be an example of a [1,5] sigmatropic shift of the NO2 group.
C. L. Habraken and P. Cohen-Fernandes, J. Chem. Soc., Chem. Commun., 1972, 37 DOI: 10.1039/C39720000037
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