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Preparation of Organic Nitrates from Aryldiazoacetates and Fe(NO3)3·9H2O

Samuel Thurow, Alessandra A. G. Fernandes, Yovanny Quevedo-Acosta, Matheus F. de Oliveira, Marcelo G. de Oliveira, Igor D. Jurberg*

*Institute of Chemistry, State University of Campinas, Rua Monteiro Lobato 270, 13083-862, Campinas, SP, Brazil, Email: ijurbergunicamp.br

S. Thurow, A. A. G. Fernandes, Y. Quevedo-Acosta, M. F. de Oliveira, M. G. de Oliveira, G. D. Jurberg, Org. Lett., 2019, 21, 6909-6913.

DOI: 10.1021/acs.orglett.9b02522


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Abstract

A mild and high yielding formal insertion of nitric acid into aryldiazoacetates using Fe(NO3)3·9H2O provides a large variety of organic nitrates. The nitrate group can be readily transformed into other functional groups and heterocycles and can possibly allow new biological explorations of untapped potential associated with their NO-releasing ability.


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Key Words

nitrates

ID: J54-Y2019