Oxygen-Promoted 6-Endo-trig Cyclization of Β,γ-Unsaturated Hydrazones/Ketoximes with Diazonium Tetrafluoroborates for Pyridazin-4(1H)-ones/Oxazin-4(1H)-ones.

An oxidative 6-endo-trig cyclization and [2 + 2] cycloaddition of β,γ-unsaturated hydrazones/ketoximes and diazonium tetrafluoroborates for a synthetic strategy to pyridazin-4(1H)-ones/oxazin-4(1H)-ones under metal-free conditions is presented in a one-pot procedure. This protocol features excellent functional group tolerance and remarkable regioselectivity. A mechanistic study has been verified via 18O labeling and the H218O labeling method, in which O2 acts as both a reaction component and an oxidant.