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Beilstein J. Org. Chem. 2012, 8, 323–329, doi:10.3762/bjoc.8.35
Graphical Abstract
Scheme 1: Dioxane dibromide-mediated solvent-free bromination of substituted coumarins.
Scheme 2: Failure of DD to react with coumarins substituted with an electron-withdrawing group.
Scheme 3: Efficacy of the solvent-free bromination protocol with DD.
Figure 1: Mechanism for bromination of the heterocyclic ring.
Figure 2: Mechanism for bromination of the carbocyclic ring.