150982-79-9Relevant articles and documents
Alkene, Bromide, and ROH – How To Achieve Selectivity? Electrochemical Synthesis of Bromohydrins and Their Ethers
Bityukov, Oleg V.,Nikishin, Gennady I.,Terent'ev, Alexander O.,Vil', Vera A.
supporting information, p. 3070 - 3078 (2021/05/10)
Bromohydrins and their ethers were electrochemically synthesized via hydroxy- and alkoxybromination of alkenes using potassium bromide and water or alcohols. High selectivity of bromohydrins formation was achieved only with the use of DMSO as the solvent and an acid as the additive. The proposed combination of starting reagents, additives, and solvents allowed to form bromohydrins or their ethers selectively despite the variety of side-products (epoxides, dibromides, diols). Bromohydrins were obtained in high yields, up to 96%, with a broad substrate scope in an undivided electrochemical cell equipped with glassy carbon and platinum electrodes at high current density. (Figure presented.).
Oxidative β-Halogenation of Alcohols: A Concise and Diastereoselective Approach to Halohydrins
Ai, Lingsheng,Wang, Weijin,Wei, Jialiang,Li, Qing,Song, Song,Jiao, Ning
, p. 437 - 441 (2019/02/26)
β-Halohydrins bearing transformable halo- and hydroxyl groups, are easily converted into various valuable blocks in organic and pharmaceutical synthesis. A diastereoselective β-halogenation of benzylic alcohols was achieved under simple and low-cost conditions, which provided a direct synthesis of β-halohydrins. The simple reaction conditions, easily available reagents, high diastereoselectivities, and additional oxidant-free make this reaction very attractive and practical.
Cascade bio-hydroxylation and dehalogenation for one-pot enantioselective synthesis of optically active β-halohydrins from halohydrocarbons
Cui, Hai-Bo,Xie, Ling-Zhi,Wan, Nan-Wei,He, Qing,Li, Zhi,Chen, Yong-Zheng
supporting information, p. 4324 - 4328 (2019/08/21)
A stereoselective hydroxylation and enantioselective dehalogenation cascade reaction was developed for the synthesis of optically active β-haloalcohols from halohydrocarbons. This cascade system employed P450 and halohydrin dehalogenase as two compatible biocatalysts, allowing a straightforward, greener and efficient access to β-halohydrins with excellent enantioselectivities (98-99%).
Halohydrin and its derivatives low priced high-efficient synthetic method (by machine translation)
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Paragraph 0048; 0049; 0050; 0051, (2017/08/25)
The invention discloses a halohydrin low priced high-efficient synthetic method, the organic solvent of formula I shown in the olefin compound with a halide, sulfoxide and additive mixing, by the olefin of hydroxy halogenate reaction, can be a high selectivity of the halohydrin the system results in the type II shown, wherein R1 , R2 , R3 , R4 , R5 And R6 Are selected from hydrogen, halogen, alkyl, hydroxyalkyl, alkoxy, ester, acyl, amido, dialkyl amino, aryl, substituted aromatic, heterocyclic aromatic group or substituted heterocyclic aromatic, R1 , R2 , R3 , R4 , R5 And R6 The presence of the respective independent may be identical or different; or R1 And R2 , R1 And R3 , R2 And R4 , R3 And R4 , R5 And R6 Combining to form a cycloalkyl or substituted cycloalkyl, benzo ring alkyl or substituted cycloalkyl, heterocycle or substituted heterocycle; M selected from hydrogen, lithium, sodium, potassium, cesium, beryllium, magnesium, calcium, strontium, barium, zinc, copper, iron, ammonium or tetraalkyl ammonium; X chlorine, bromine or iodine. (by machine translation)
From simple organobromides or olefins to highly value-added bromohydrins: A versatile performance of dimethyl sulfoxide
Song, Song,Huang, Xiaoqiang,Liang, Yu-Feng,Tang, Conghui,Li, Xinwei,Jiao, Ning
supporting information, p. 2727 - 2731 (2015/05/27)
A novel and efficient direct transformation of secondary bromides or olefins to highly value-added bromohydrins has been disclosed. Dimethyl sulfoxide (DMSO), a cheap and common solvent, performs its versatile role as a solvent, an essential oxidant, and also as an oxygen source in this bromohydrin synthesis.
Protoberberines from Reissert compounds, II: A new synthesis of 8-methyldibenzo[a,g]quinolizidines
Reimann,Renz
, p. 253 - 258 (2007/10/02)
The Reissert compounds 16 are benzylated by 2-bromomethylacetophenone dioxolane 14 to give the dihydroisoquinolines 5. Treatment of 5 with KOH yields the 1-benzylisoquinolines 6 which spontaneously form the deoxygenated coralynes 4 in acidic solution. 4a
