Imidoyl nitrates, formed by the reaction of imidoyl chlorides with AgNO3, rearrange via a unimolecular, intramolecular mechanism probably involving homolytic fission of the O–N bond to yield N-nitro amides; migration of the nitro group in N-arylimidoyl nitrates to the ortho- and para-positions of the N-aryl ring does not involve a special ortho-directing effect.
E. Carvalho, J. Iley and E. Rosa, J. Chem. Soc., Chem. Commun., 1988, 1249 DOI: 10.1039/C39880001249
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