Livia T. C. Crespo, Geisa Pires Nogueira de Lima, M. C. D. Mattos
Sep 1, 2013
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Abstract
Tribromoisocyanuric acid (Figure 1) have been recently shown to be an efficient brominating agent, due to its ability of bromenium (‘Br + ’) ion transfer to unsaturated substrates. This reagent has been used in the bromination of 1,3-dicarbonyl compounds, aromatic rings, dibromination and cobromination 1 of alkenes, and also in diverse oxidation reactions 2 . TBCA is a stable solid that can be easily synthesized from isocyanuric acid, NaOH and KBr in the presence of oxone 1 . It has the advantage of high atom economy in comparison to similar systems such as N-bromosuccinimide (NBS) and N-bromosaccharin (NBSac). Furthermore, in the reactions involving TBCA, isocyanuric acid left at the end of the reaction as a by-product and can be recovered by filtration and reused to produce more TBCA.