4.4 Article

Azodioxy-carbonyl compounds by oxidation of cyclic imines with m-CPBA

Journal

TETRAHEDRON
Volume 67, Issue 11, Pages 2090-2095

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.01.054

Keywords

Imines; Oxaziridines; Azodioxy; Oximes; C-Nitroso compounds

Funding

  1. University of Salento
  2. C.I.N.M.P.I.S. (Consorzio Interuniversitario Nazionale Metodologie e Processi Innovativi di Sintesi)

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This article reports a simple and efficient synthesis of C-nitroso compounds (azodioxy esters or ketones and oximes) through a double oxidation of cyclic imines (4,5-dihydrooxazoles and 3,4-dihydro-2H-pyrroles) with m-CPBA. C-Nitroso derivatives seem to be potential donors of nitric oxide, one of the most powerful biological messenger. Published by Elsevier Ltd.

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