90399-67-0Relevant academic research and scientific papers
Organocatalysis in the stereoselective bromohydrin reaction of alkenes
Bar, Sukanta
experimental part, p. 605 - 612 (2010/08/21)
An efficient regio- and stereo-selective (>99:1) trans-bromohydrination (bromohydroxylation and bromomethoxylation) of alkenes including α,β-unsaturated carbonyl compounds with N-bromosuccinimide (NBS) has been achieved by using 1.0 mol% of N,N'-diarylthi
Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents
Agrawal, Manoj K.,Adimurthy, Subbarayappa,Ganguly, Bishwajit,Ghosh, Pushpito K.
experimental part, p. 2791 - 2797 (2009/08/08)
A comparative evaluation was made on the syntheses of vicinal halohydrins, halo methyl ethers, and halo acetates from olefins using 2:1 Br-/BrO3- and I-/IO3- reagents. In many cases both reagents afforded products selectively in high yields. The highest halogen atom efficiencies attained were 97% and 93% for Br-/BrO3- and I-/IO3-, respectively. Of the two reagents, I-/IO3- was established to be the preferred reagent for vicinal functionalization of linear alkenes and also for halo acetate preparation. However, only Br-/BrO3- was effective for vicinal functionalization of trans-stilbene and chalcones.
Action of tetrabutylammonium tribromide with para-substituted chalcones in protic and aprotic media
Berthelot, Jacques,Benammar,Yamina,Desmazieres, Bernard
, p. 1526 - 1530 (2007/10/03)
Bromination of the double bond of para-substituted chalcones under mild conditions in aprotic solvents is accomplished with high yields using tetrabutylammonium tribromide (TBABr3).In methanol, the main reaction is (α-β) bromoethoxylation.Stereoselectivity, regioselectivity, and chemioselectivity of this bromomethoxylation reaction are described.Key words: bromination, bromoethoxylation, tetrabutylammonium tribromide, (α-β) dibromodihydrochalcones, α-bromo-β-methoxydihydrochalcones.
