Reaction of keten dithio-acetals with aziridine. Iodide ion-catalysed rearrangement of thio-aziridino-methylene compounds to novel Δ1-2-methylthio-3,3-disubstituted pyrrolines
Abstract
The keten dithioacetals (1) and (5) react readily with aziridine (2) to give the corresponding thioaziridinemethylene compounds (3) and (6) respectively, which on iodide ion-catalysed rearrangement, undergo ring expansion to give the pyrrolines (4) and (7) respectively.