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Current Organic Synthesis
ISSN (Print): 1570-1794
ISSN (Online): 1875-6271
DOI: 10.2174/157017941006140206102818      Price:  $58

Bromide-bromate Couple of Varying Ratios for Bromination, Vicinal Functionalisation and Oxidation in a Clean Manner

Author(s): 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.