We have developed a novel method for the bromolactonization of alkenoic acids that is governed by the in situ oxidation of bromide anion to bromenium (Br+). The process hinges on the V2O5 catalyzed oxidation of ammonium bromide and employs urea-hydrogen peroxide (UHP) as the terminal oxidant. The method is operationally efficient, often returning pure products after a convenient acid/base extraction protocol without recourse to column chromatography. The transformation proceeds in good to excellent yields ranging between 75-90%. Current efforts are focused on the development of related methodologies that utilize this convenient reagent combination.

Bromolactonization promoted by in situ oxidation of bromide to bromenium

248th National Meeting (2014)

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