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Vinylic halides having alcohol, sulfonamide, active methine, and thiol moieties as nucleophiles cyclize to hetero- and carbocycles by intramolecular nucleophilic substitution at the sp 2 carbon centers. The density functional theory calculations suggest that the cyclization proceeds through S N 2-type substitution (the in-plane vinylic nucleophilic substitution, S N Vσ), when...