N-(ortho-Aryloxyphenyl)arylimidoyl Radicals: Novel 1,5-Aryl Radical Translocation from Oxygen to Carbon

Article abstract of DOI:10.1016/0040-4039(94)02283-H

Imidoyl radicals 4a-d, obtained by hydrogen abstraction from imines 1a-d, give 7-membered cyclisation leading to oxazapines 2a-d.The intermediate spirocyclohexadienyl radicals of the competitive 6-membered ring closure (6a-d) rearrange to aryloxy radicals , giving benzophenones 3a-d: the whole process entails a novel 1,5-aryl radical translocation from an oxygen to a carbon atom.