Reactions of γ-Sultines with Electrophilic Reagents. 2. Bromination of 3,5-Diaryl-1,2-oxathiolane 2-Oxides in the Presence of Lewis Acids
The bromination of 3,5-diaryl-1,2-oxathiolane 2-oxides (γ-sultines) has been studied in the presence of added Lewis acids. It was discovered that γ-sultines with donor substituents react with bromine with ring fission and conjugated addition of the nucleophilic reactant. Possible mechanisms for the reaction are discussed based on the data obtained.