A novel oxidatitive rearrangement of a pentasubstituted pyrrole to an unsaturated hydroxy γ-lactam
Abstract
Treatment of a pentasubstituted bromopyrrole with N-bromosuccinimide resulted in a novel oxidative rearrangement involving insertion of oxygen, debromination and migration of an isopropyl group to give 3-[2-(4-fluorophenyl)-1,5-dihydro-2-hydroxy-4-isopropyl-5-oxo-3-(4-pyridyl)-1H-pyrrol-1-yl] propionitrile, an X-ray crystallographic structural determination of which is described.