Abstract
A regioselective 1,2-acyl, 1,2-hydrogen migration, and intermolecular opening of secondary aryl glycidic amides catalyzed by BF3·OEt2 were investigated. Derived from this reaction, α-Formyl acid, α-ketoamides, or fluorohydrin derivatives could regioselective be obtained, depending on the nature of the aromatic ring substituent bearing on the oxirane ring. To demonstrate the plausible mechanism in the formation of α-formyl acid or alpha-keto amides derivatives, an isotopic labeling experiment was developed.
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