Reactions of singlet oxygen. Formation of hydroxy ketones in the photo-oxygenation of fluorenylidene derivatives
Abstract
Photosensitized oxygenation of fluorenylidene derivatives in methanol gives 1-hydroxyfluoren-9-one and 1-hydroxy-9-methoxy-9-(1-hydroxy-1-methylethyl)fluorene which appear to arise via either 1,4-cycloaddition or a peroxiran intermediate; the reaction is influenced by the nature of the substituents on the exocyclic carbon atom.