Anion radicals generated by one-electron reduction of oxime derivatives act as iminyl radical equivalents.That is, the intramolecular C-N bond formation of γ,δ-unsaturated or β-aryl oximes is induced by one electron reduction to give various pyrroles, quinolines, and carbolines.The catalytic electron transfer processes are developed by using hydroquinones or copper reagents as electron donors.Photo-induced electron transfer is also applied to the transformation of γ,δunsaturated oximes to dihydropyrroles.
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Narasaka et al. (2006) studied this question.