Nucleophilic substitution at an sp2 carbon of vinyl halides with an intramolecular thiolate moiety: synthesis of 2-alkylidenethietanes

Various 2-alkylidenethietanes were synthesized by intramolecular nucleophilic substitution reactions at an sp2 carbon of vinyl halides with thiolate moieties. The reaction pathway of the substitution reactions was confirmed as a very rare SNVπ mechanism by theoretical and experimental studies.