36043-44-4Relevant academic research and scientific papers
Preparation method of 1-aryl-1,2-dibromoethane
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Paragraph 0026-0027, (2020/03/16)
The invention relates to a preparation method of 1-aryl-1,2-dibromoethane. The preparation method of 1-aryl-1,2-dibromoethane includes the steps: under a nitrogen atmosphere, a solvent, an aryl alkaneand N-bromosuccinimide are added in to a reaction tube in sequence, a dibromination reaction is conducted at 80-120 DEG C for 12-48 hours, then, the dibromination reaction is finished, the solvent isremoved through evaporation, and through column chromatography separation, 1-aryl-1,2-dibromoethane compounds are obtained. According to the preparation method of 1-aryl-1,2-dibromoethane, a synthesis technology is simple, reaction conditions are mild, the yield of 1-aryl-1,2-dibromoethane is high, and thus the preparation method of 1-aryl-1,2-dibromoethane is easy to industrialize.
A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide
Ding, Rui,Li, Jiaqi,Jiao, Wenyi,Han, Mengru,Liu, Yongguo,Tian, Hongyu,Sun, Baoguo
, p. 4325 - 4335 (2018/11/21)
The pairing of DMSO and oxalyl bromide is reported as a highly efficient brominating reagent for various alkenes, alkynes and ketones. This bromination approach demonstrates remarkable advantages, such as mild conditions, low cost, short reaction times, provides excellent yields in most cases and represents a very attractive alternative for the preparation of dibromides and α-bromoketones.
Practical regio- and stereoselective azidation and amination of terminal alkenes
Ojo, Olatunji S.,Miranda, Octavio,Baumgardner, Kyle C.,Bugarin, Alejandro
supporting information, p. 9354 - 9358 (2019/01/03)
There is significant interest in developing more rapid and efficient production of nitrogen-containing allylic compounds, as widely used in various syntheses. This work reports a variety of allylic azides and allylic amines synthesized by an efficient, new one-pot protocol that employs readily available terminal alkenes as starting materials. This method is highly regio- and stereoselective, affording the linear (E)-isomer, under metal-free conditions. This process tolerates several functional groups including halogen-containing molecules; it is general for azides and amine nucleophiles; and, adducts were obtained in good yields.
Dehalogenation of vicinal dihalo compounds by 1,1′-bis(trimethylsilyl)-1: H,1′ H-4,4′-bipyridinylidene for giving alkenes and alkynes in a salt-free manner
Rej, Supriya,Pramanik, Suman,Tsurugi, Hayato,Mashima, Kazushi
supporting information, p. 13157 - 13160 (2017/12/26)
We report a transition metal-free dehalogenation of vicinal dihalo compounds by 1,1′-bis(trimethylsilyl)-1H,1′H-4,4′-bipyridinylidene (1) under mild conditions, in which trimethylsilyl halide and 4,4′-bipyridine were generated as byproducts. The synthetic protocol for this dehalogenation reaction was effective for a wide scope of dibromo compounds as substrates while keeping the various functional groups intact. Furthermore, the reduction of vicinal dichloro alkanes and vicinal dibromo alkenes also proceeded in a salt-free manner to afford the corresponding alkenes and alkynes.
Efficient bromination of olefins, alkynes, and ketones with dimethyl sulfoxide and hydrobromic acid
Song, Song,Li, Xinwei,Sun, Xiang,Yuan, Yizhi,Jiao, Ning
supporting information, p. 3285 - 3289 (2015/06/25)
The oxidative bromination of olefins, alkynes, and ketones has been developed with HBr as the brominating reagent and DMSO as the mild oxidant. The simple conditions, high bromide-atom-economy, as well as easy accessibility and low cost of DMSO and HBr make the present strategy prospective for the synthesis of dibrominated alkanes, dibrominated alkenes and α-bromoketones.
Metal-free, regio- and stereoselective synthesis of linear (E)-allylic compounds using C, N, O, and S nucleophiles
Huang, Xiaojun,Fulton, Brandon,White, Kana,Bugarin, Alejandro
supporting information, p. 2594 - 2597 (2015/06/16)
A variety of allylic acetates and derivatives were synthesized by an efficient two-step protocol that employs readily available terminal alkenes as starting materials. This method is highly regio- and stereoselective, affording the linear (E)- isomer as the sole adduct. This process tolerates several functional groups including halogen-containing molecules, and it is general for weak oxygen, carbon, nitrogen, and sulfur nucleophiles. Furthermore, adducts were obtained in good to excellent yields.
Organocatalytic diastereoselective dibromination of alkenes
Zhu, Mingzhao,Lin, Shuangzheng,Zhao, Gui-Ling,Sun, Junliang,Córdova, Armando
experimental part, p. 2708 - 2712 (2010/07/04)
A highly diastereoselective pyrrolidine-promoted dibromination of alkenes by combination of NBS and succinimide is presented. The pyrrolidine-mediated dibromination of alkenes is higly anti-selective and gives the corresponding products in moderate to high yields and up to >25:1 dr.
Selective aerobic oxidative dibromination of alkenes with aqueous HBr and sodium nitrite as a catalyst
Podgorsek, Ajda,Eissen, Marco,Fleckenstein, Jens,Stavber, Stojan,Zupan, Marko,Iskra, Jernej
experimental part, p. 120 - 126 (2010/04/22)
Various alkenes (internal, terminal, aryl and alkyl substituted) and 1,2-diphenylethyne were efficiently and selectively dibrominated using 2 equivalents of 48% aqueous hydrobromic acid, with air as an oxidant and sodium nitrite as a catalyst. Despite the presence of water, only trans dibromination occurred producing anti-1,2-dibromoalkanes and (E)-1,2-dibromo-1,2- diphenylethene. A comparison of resource demand, waste production and environmental, health and safety issues of the NaNO2 catalyzed aerobic bromination with molecular bromine and other oxidative bromination methods revealed that the proposed method is not only selective and effective but has a better environmental profile.
An efficient vanadium-catalyzed bromination reaction
Moriuchi, Toshiyuki,Yamaguchi, Mitsuaki,Kikushima, Kotaro,Hirao, Toshikazu
, p. 2667 - 2670 (2008/02/03)
An efficient catalytic oxidative bromination of arenes, alkenes, and alkynes in aqueous media was achieved under relatively mild conditions by using NH4VO3 catalyst combined with H2O2, HBr, and KBr. Dodecyltrimethylammonium bromide was found to serve as an efficient surfactant to facilitate the NH4VO3-catalyzed bromination in aqueous media.
