Preparation and the acid- and base-catalysed isomerisation of 5,5-dimethyl-3-phenyl-1-pyrroline 1-oxide (5,5-dimethyl-3-phenyl-4,5-dihydro-3H-pyrrole 1-oxide): unprecedented acid-catalysed 1,3-oxygen migration
Abstract
5,5-Dimethyl-3-phenyl-1-pyrroline 1-oxide undergoes acid-catalysed isomerisation to a 3-hydroxy-1-pyrroline in aqueous solution and base-catalysed isomerisation in non-aqueous solution to a pyrrolidin-2-one.