Oxidative Bromination Reactions in Aqueous Media by Using Bu4NBr/TFA/H2O2 System

Oxidative Bromination Reactions in Aqueous Media by Using Bu4NBr/TFA/H2O2 System

Metal-free oxidative bromination reactions in aqueous media were performed using tetrabutylammonium bromide, trifluoroacetic acid, and hydrogen peroxide under mild conditions. Oxidative bromination reaction of alkenes was found to afford the corresponding vic-bromides. Furthermore, this oxidative br...

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Veröffentlicht in:Chemistry letters 2017, Vol.46 (12), p.1708-1710
Hauptverfasser: Moriuchi, Toshiyuki, Fukui, Yasuhiro, Sakuramoto, Takashi, Hirao, Toshikazu
Format: Artikel
Sprache:eng ; jpn
Schlagworte:
Alkenes
Alkynes
Aqueous solutions
Aromatic compounds
Bromides
Bromination
Hydrogen peroxide
Tetrabutylammonium bromide
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Zusammenfassung:Metal-free oxidative bromination reactions in aqueous media were performed using tetrabutylammonium bromide, trifluoroacetic acid, and hydrogen peroxide under mild conditions. Oxidative bromination reaction of alkenes was found to afford the corresponding vic-bromides. Furthermore, this oxidative bromination system is applicable to the oxidative bromination of alkynes, arenes, and 3,4-dihydronaphthalen-1(2H)-one. A gram-scale bromination reaction was also performed successfully.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.170734