Different Reactivity of Hydroxylamine with Carbamoyl Azides and Carbamoyl Cyanides: Synthesis of Hydroxyureas and Carbamoyl Amidoximes
Jairo Paz, Carlos Pérez-Balado, Beatriz Iglesias and Luis Muñoz*
*Departamento de Qumica Orgánica, Facultade de Química, Universidade de Vigo, Campus Universitario, 36310 Vigo, Spain, Email: lmunozuvigo.es
J. Paz, C. Pérez-Balado, B. Iglesias, L. Muñoz, J. Org. Chem., 2010, 75, 8039-8047.
DOI: 10.1021/jo1014855
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Abstract
The reaction of carbamoyl azides with hydroxylamine leads to N-hydroxyureas, whereas the reaction of carbamoyl cyanides with hydroxylamine gives carbamoyl amidoxime derivatives. The latter type of compound represents an interesting precursor for heterocyclic structures.
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Key Words
ID: J42-Y2010-3340