Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5223528 | Tetrahedron | 2010 | 12 Pages |
Abstract
Vinyl bromides derived from 2-alkylidene-4-oxothiazolidines represent a class of vinyl halides, which readily undergo a bromophilic attack by a range of nucleophiles. With Ph3P, AcSâ, CNâ, Iâ, Fâ, Ac2CHâ and N3â the attack ends up with reductive debromination, whereas the bromine substitution takes place with KSCN. When acetate anion and organic bases, such as pyridine, Et3N or morpholine, are employed as nucleophiles the initial bromophilic attack is followed by bromine migration to the C(5) position of the ring, allowing the C(5) functionalization of this heterocyclic system.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Marija Baranac-StojanoviÄ, Jovana Tatar, Milovan StojanoviÄ, Rade MarkoviÄ,