Nitrosobenzene reacts with N-ethoxycarbonylazepine (ethyl 1H-azepine-1-carboxylate) to form a cycloadduct. Spectral characteristics indicate a [6 + 2]π-type structure. Additional spectroscopic evidence was obtained from a comparison of the hydrogenated derivatives of the azepine adduct and the [6 + 2]π cycloadduct of nitrosobenzene and cycloheptatriene. The structure was confirmed as (1) by an X-ray crystallographic study.
W. S. Murphy, K. P. Raman and B. J. Hathaway, J. Chem. Soc., Perkin Trans. 1, 1977, 2521 DOI: 10.1039/P19770002521
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