Heterocyclic Compounds
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ChemInform Abstract: Organoselenium- and Proton-Mediated Cyclization Reactions of Allylic Amides and Thioamides. Syntheses of 2-Oxazolines and 2-Thiazolines.
First published: October 1, 1991
Abstract
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ChemInform Abstract
Treatment of the allylic amides (I), (VI), or thioamides (IV) and (IX) with phenylselenenyl bromide (II) results in 5-exo cyclization, forming the 2-oxazolines (III), (VII), or 2-thiazolines (V) and (X). In some cases, the dihydro-1,3-oxazines (VIII) or the corresponding thiazines (XI) are formed as additional products via 6-endo-ring closure.
