Bromide-bromate Couple of Varying Ratios for Bromination, Vicinal Functionalisation and Oxidation in a Clean Manner
Subbarayappa Adimurthy, Brindaban C. Ranu, Gadde Ramachandraiah, Bishwajit Ganguly and Pushpito K. Ghosh
Affiliation: Central Salt and Marine Chemicals Research Institute, Council of Scientific and Industrial Research (CSIR), Gijubhai Badheka Marg, Bhavnagar - 364 002, Gujarat, India.
The review highlights applications of bromide-bromate couple in organic synthesis. The couple having 5:1 mole ratio of bromide
to bromate is useful for preparation of dibromo derivatives from alkenes/alkynes. The 2:1 couple affects substitution with high
bromine atom efficiency. Vicinal functionalization of olefins has also been studied. The 1:8 bromide-bromate couple has proved promising
in several oxidation reactions, the performance exceeding that of bromate alone. This reagent was also the most effective for deiodination
of styrene-based iodohydrins with concomitant rearrangement by a novel pathway. In all the cases the reagents were activated
through in situ acidification. The 5:1 reagent is obtained as intermediate during liquid bromine manufacture and the other reagents were
prepared from it using ClO-. Liquid bromine could be avoided in the product life cycle.
Keywords: Bromide-bromate couples, direct preparation from bromine intermediate, In situ activation, reagents for green bromination and
oxidation, regeneration and reuse.
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