- Preparation method of (E)-2, 3-dibromo-2-butene-1, 4-diol
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The invention discloses a preparation method of (E)-2, 3-dibromo-2-butene-1, 4-diol. The method consists of the steps of: (1) preparing an aqueous solution of the mixture of 2-butyne-1, 4-diol, a bromide and a bromate; (2) adding dilute sulfuric acid into the aqueous solution of the mixture dropwise at certain temperature, then further carrying out reaction for 10-120min, and then ending the reaction; and (3) conducting pumping filtration, recrystallization, drying and other steps on the reaction product, thus obtaining a white (E)-2, 3-dibromo-2-butene-1, 4-diol crystal. The method provided by the invention has the advantages of low cost, simple operation, safety, environmental protection, high selectivity, few by-product, high yield, etc.
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Paragraph 0025; 0026; 0027; 0028; 0029; 0030; 0031-0048
(2019/01/08)
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- Ring-Closing Metathesis with Vicinal Dibromoalkenes as Protected Alkynes: A Synthetic Approach to Macrocyclic Enynes
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A new strategy to access macrocyclic enynes was developed. To block undesired ene-yne cyclization pathways, alkynes were protected via bromination and the resultant acyclic vic-(E)-dibromotrienes participated in selective ene-ene ring closing metathesis reactions. Zinc-promoted deprotection of (E)-dibromodienes provided macrocyclic enynes in high yields.
- Karabiyikoglu, Sedef,Iafe, Robert G.,Merlic, Craig A.
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supporting information
p. 5248 - 5251
(2015/11/18)
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- Brominated methanes as photoresponsive molecular storage of elemental Br2
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The photochemical generation of elemental Br2 from brominated methanes is reported. Br2 was generated by the vaporization of carbon oxides and HBr through oxidative photodecomposition of brominated methanes under a 20 W low-pressure mercury lamp, wherein the amount and situations of Br2 generation were photochemically controllable. Liquid CH 2Br2 can be used not only as an organic solvent but also for the photoresponsive molecular storage of Br2, which is of great technical benefit in a variety of organic syntheses and in materials science. By taking advantage of the in situ generation of Br2 from the organic solvent itself, many organobromine compounds were synthesized in high practical yields with or without the addition of a catalyst. Herein, Br2 that was generated by the photodecomposition of CH2Br2 retained its reactivity in solution to undergo essentially the same reactions as those that were carried out with solutions of Br2 dissolved in CH 2Br2 that were prepared without photoirradiation. Furthermore, HBr, which was generated during the course of the photodecomposition of CH2Br2, was also available for the substitution of the OH group for the Br group and for the preparation of the HBr salts of amines. Furthermore, the photochemical generation of Br2 from CH2Br2 was available for the area-selective photochemical bleaching of natural colored plants, such as red rose petals, wherein Br2 that was generated photochemically from CH 2Br2 was painted onto the petal to cause radical oxidations of the chromophoric anthocyanin molecules. The generation of Br 2 from brominated methanes occurred upon photoirradiation under O2. The solutions that contained elemental Br2 were useful for the synthesis of organobromine compounds and the macroscopic photochemical bleaching of colored plants. Copyright
- Kawakami, Kazumitsu,Tsuda, Akihiko
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p. 2240 - 2252
(2012/11/06)
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- Synthesis and activity studies of analogues of the rat selective toxicant norbormide
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Norbormide [5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide] (NRB, 1), an existing but infrequently used rodenticide, is known to be uniquely toxic to rats but relatively harmless to other rodents and mammals. A series of NRB-related analogues were prepared to investigate the structural features responsible for, and the in vitro biological markers indicative of, in vivo lethality of the parent molecule in rats. Their synthesis and biological evaluation (vasoconstriction, vasodilation, mitochondrial dysfunction, cardiotoxicity and lethality) is described.
- Rennison, David,Bova, Sergio,Cavalli, Maurizio,Ricchelli, Fernanda,Zulian, Alessandra,Hopkins, Brian,Brimble, Margaret A.
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p. 2963 - 2974
(2008/02/01)
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- A new recyclable ditribromide reagent for efficient bromination under solvent free condition
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1,2-Dipyridiniumditribromide-ethane (DPTBE) has been synthesized and explored as a new efficient brominating agent. The crystalline ditribromide reagent is stable for months and acts as a safe source of bromine requiring just 0.5 equiv for complete bromination. It has high active bromine content per molecule and shows a remarkable reactivity compared to other tribromide reagents toward various substrates by just grinding the reagent and substrates in a porcelain mortar at room temperature. No organic solvent has been used during any stage of the reaction for substrates giving product as solid. Product can easily be isolated by just washing the highly water soluble 1,2- dipyridiniumdibromide-ethane (DPDBE) from the brominated product. The spent reagent can be recovered, regenerated, and reused without any significant loss.
- Kavala, Veerababurao,Naik, Sarala,Patel, Bhisma K.
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p. 4267 - 4271
(2007/10/03)
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