Arylhydroxylamines were used in the nitroso-Diels-Alder reaction to generate in situ nitrosoarenes under visible-light, catalytic and aerobic conditions. Mixing a solution of aryl- or heteroarylhydroxylamines with conjuguated dienes in the presence of a catalytic amount of Ru(bpy)3Cl2 afforded 3,6-dihydro-1,2-oxazines in good yields under an oxygen atmosphere.
Visible-Light, Photoredox-Mediated Oxidative Tandem Nitroso-Diels-Alder Reaction of Arylhydroxylamines with Conjugated Dienes / Santacroce, Veronica; Duboc, Raphael; Malacria, Max; Maestri, Giovanni; Masson, Geraldine. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - :15(2017), pp. 2095-2098. [10.1002/ejoc.201601492]