Abstract
Reaction of secondary amines with the nitrite anion assisted by diacetoxyiodobenzene results in respective N-nitroamines. It is the first example of oxidative nitration of the amino group. N-Nitrosoamines are by-products. The yields and the ratio of the nitration and nitrosation products depend on the nature of the starting amine, cation of the salt used, and the solvent.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1981–1984, October, 2009.
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Anikin, O.V., Pokhvisneva, G.V., Lipilin, D.L. et al. Oxidative N-nitration of secondary amines. Russ Chem Bull 58, 2043–2046 (2009). https://doi.org/10.1007/s11172-009-0280-3
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DOI: https://doi.org/10.1007/s11172-009-0280-3