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
Pages 864-884 (21)
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.
Bromide-bromate couples, direct preparation from bromine intermediate, In situ activation, reagents for green bromination and
oxidation, regeneration and reuse.
Central Salt and Marine Chemicals Research Institute, Council of Scientific and Industrial Research (CSIR), Gijubhai Badheka Marg, Bhavnagar - 364 002, Gujarat, India.