Click the reaction arrows in sequence to view the 3D models and animations respectively
Initially chlorination on the nucleophilic sulfur produces a chlorosulfonium salt. Deprotonation next to the positively charged sulfur leads to elimination of chloride producing a new sulfonium salt. Nucleophilic addition of chloride to the double bond completes the formation of the alpha-chloro sulfide.
The overall result is oxidation of the position next to sulfur and the use of (trifluoro)acetic anhydride on sulfoxides produces O,S-acetals by a similar mechanism.
We are sorry that this page was not useful for you!
Let us improve this page!
Tell us how we can improve this page (in your own language if you prefer)? If you would like a response, please include your email address e.g. [email protected]