- Electrochemical Alkoxyhalogenation of Alkenes with Organohalides as the Halide Sources via Dehalogenation
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A general, ideal atom utilization electrochemical technology to enable alkene alkoxyhalogenation and organohalide dehalogenation in one pot is presented. This technology is highlighted by convergent strategy integrating several reactions, such as alkene alkoxyhalogenation, organohalide dehalogenation, and dehalogenation deuteration. Experimental data suggest that alkenes have the lowest oxidation potential, which lead to anodic conversion of the C═C bond to the radical cation intermediates, and cathodic transformations of organohalides, including alkyl and aryl halides, as the nucleophilic halogen sources.
- Li, Jin-Heng,Li, Yang,Luo, Mu-Jia,Song, Ren-Jie,Zhang, Ting-Ting
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supporting information
p. 7250 - 7254
(2020/10/05)
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- Synthetic method for beta-bromo ether compound
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The invention discloses a synthetic method for a beta-bromo ether compound. The method comprises the following steps: respectively with indene and trans-stilbene as raw materials, adding methanol, alkali metal halide and bromate-intercalated zinc-aluminum
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Paragraph 0044-0061
(2019/09/13)
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- Alkoxybromination of olefins using ammonium bromide and oxone
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A mild, efficient, and highly regio- and stereoselective method for the methoxy and ethoxy bromination of olefins has been developed using NH 4Br as a bromine source and Oxone as an oxidant. Various kinds of olefins (aromatic, linear, and cyclic olefins) afforded the corresponding alkoxy brominated products in moderate to excellent yields. Taylor & Francis Group, LLC.
- Kumar, Macharla Arun,Naresh, Mameda,Rohitha, Chozhiyath Nappunni,Narender, Nama
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supporting information
p. 3121 - 3129
(2014/01/06)
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- A regioselective and stereoselective methoxy bromination of olefins using diacetoxyiodobenzene and phenyltrimethyl ammoniumtribromide
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A facile regio and stereoselective methoxy-bromination of alkenes using phenyltrimethyl ammoniumtribromide (PTAB) and (diacetoxyiodo) benzene (DIB) as oxidant has been carried out in the present investigation. The IR, NMR and LCMS of all the synthesized compounds have been used to characterize them.
- Hangirgekar,Shirodkar
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experimental part
p. 179 - 184
(2012/01/13)
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- Organocatalysis in the stereoselective bromohydrin reaction of alkenes
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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
- Bar, Sukanta
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experimental part
p. 605 - 612
(2010/08/21)
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- Comparative study of the vicinal functionalization of olefins with 2:1 bromide/bromate and iodide/iodate reagents
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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.
- Agrawal, Manoj K.,Adimurthy, Subbarayappa,Ganguly, Bishwajit,Ghosh, Pushpito K.
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experimental part
p. 2791 - 2797
(2009/08/08)
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- Structure-dependent oxidative bromination of unsaturated C-C bonds mediated by selectfluor
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A number of olefins were subjected to oxidative bromination using Selectfluor/KBr. For different types of substrates, addition, monobromine-substituted, or Hunsdiecker-Borodin reaction products can be readily afforded.
- Ye, Chengfeng,Shreeve, Jean'Ne M.
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p. 8561 - 8563
(2007/10/03)
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- Preassociation, free-ion, and ion-pair pathways in the electrophilic bromination of substituted cis- and trans-stilbenes in protic solvents
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Rates and products of electrophilic bromination of ring-substituted cis- and trans-stilbenes have been investigated in acetic acid, trifluoroethanol, ethanol, methanol, and water-methanol mixtures. The mY(Br) relationships (linear for nucleophilic solvent
- Ruasse, Marie-Fran?oise,Lo Moro, Giacomo,Galland, Bernard,Bianchini, Roberto,Chiappe, Cinzia,Bellucci, Giuseppe
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p. 12492 - 12502
(2007/10/03)
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