870717-91-2Relevant academic research and scientific papers
Synthesis method of alkenyl borate
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Paragraph 0012; 0033-0037, (2021/10/30)
The invention discloses a synthesis method of alkenyl borate, which comprises the following steps: adding an alkyne substance, pinacolborane and a lithium amide catalyst into a reaction vessel filled with an organic solvent in a nitrogen atmosphere, stirring and mixing, uniformly mixing, reacting at the temperature of 70-110 DEG C for 18-28 hours, filtering and purifying after the reaction is finished to obtain a product, wherein the lithium amide catalyst is lithium bis(trimethylsilyl) amide; the alkyne substance is any one of substances such as phenylacetylene and 4-methyl phenylacetylene. The method is mild in reaction condition, easy to achieve and safe; the target product can be directly synthesized, an intermediate product does not need to be separated, and the highest yield can reach 98%; the catalyst is easy to prepare, and reactant raw materials are easy to obtain; the waste solution in the reaction process is less, other pollution gases and liquids are not discharged, so that the discharge of the waste solution is reduced, and the method has the advantages of protecting the environment and guaranteeing the health of operators.
Zwitterion-Initiated Hydroboration of Alkynes and Styrene
Bismuto, Alessandro,Cowley, Michael J.,Thomas, Stephen P.
supporting information, p. 2382 - 2385 (2021/01/18)
The hydroboration of alkynes and styrene with HBpin has been developed using tris(pentaflurophenyl)borane (B(C6F5)3) as the initiator of catalysis. The hydroboration is proposed to be initiated by Lewis acid activation of the alkyne by (B(C6F5)3) to form a highly reactive zwitterionic species which subsequently react with HBpin to give the alkenyl boronic ester. This zwitterion has also showed potential to be a competent catalyst for the hydroboration of styrene. The zwitterionic intermediate is analogous to that proposed in the Piers borane-catalysed hydroboration and 1,1-carboboration of alkynes with B(C6F5)3. (Figure presented.).
La[N(SiMe3)2]3-Catalyzed Hydroboration of Esters and Other Challenging Unsaturated Groups
Kang, Zihan,Xu, Xiaojuan,Xue, Mingqiang,Yan, Dandan
, p. 1142 - 1146 (2019/10/22)
The commercially available homoleptic lanthanum amide La[N(SiMe3)2]3 (LaNTMS) is reported to enable the hydroboration of esters using pinacolborane (HBpin) as the reducing agent. A wide range of substrates inclu
Efficient heterogeneous hydroboration of alkynes: enhancing the catalytic activity by Cu(0) incorporated CuFe2O4 nanoparticles
Zeng, Xianghua,Gong, Chunhua,Guo, Haiyang,Xu, Hao,Zhang, Junyong,Xie, Jingli
supporting information, p. 17346 - 17350 (2018/11/01)
CuFe2O4 magnetic nanoparticles (NPs) are typically further calcined at high temperature to eliminate the reduced state of the Cu(0) source. Here we report the discovery of Cu(0) incorporated in CuFe2O4 that enables the catalytic activity for hydroboration of alkynes to be enhanced. This catalyst system has a low working temperature and short reacting time, and wide tolerance of substituted alkynes such as ynoate, ynamide and ynone. The Cu-CuFe2O4 catalyst was prepared by a simple hydrothermal method and well characterized by SEM, TEM, PXRD, XPS and EDS. Recycling of the catalyst was also achieved without obvious loss of activity after six runs. Furthermore, the mechanism of this reaction was also investigated.
Borane-Catalysed Hydroboration of Alkynes and Alkenes
Ang, Nate W. J.,Buettner, Cornelia S.,Docherty, Scott,Bismuto, Alessandro,Carney, Jonathan R.,Docherty, Jamie H.,Cowley, Michael J.,Thomas, Stephen P.
, p. 803 - 808 (2018/02/10)
Simple, commercially available borane adducts, H 3 B·THF and H 3 B·SMe 2, have been used to catalyse the hydroboration of alkynes and alkenes with pinacolborane to give the alkenyl and alkyl boronic esters, respectively. A
Aluminum Hydride Catalyzed Hydroboration of Alkynes
Bismuto, Alessandro,Thomas, Stephen P.,Cowley, Michael J.
supporting information, p. 15356 - 15359 (2016/12/06)
An aluminum-catalyzed hydroboration of alkynes using either the commercially available aluminum hydride DIBAL-H or bench-stable Et3Al?DABCO as the catalyst and H-Bpin as both the boron reagent and stoichiometric hydride source has been developed. Mechanistic studies revealed a unique mode of reactivity in which the reaction is proposed to proceed through hydroalumination and σ-bond metathesis between the resultant alkenyl aluminum species and HBpin, which acts to drive turnover of the catalytic cycle.
Copper-catalyzed decarboxylative hydroboration: Synthesis of vinyl boronic esters
Irudayanathan, Francis Mariaraj,Raja, Gabriel Charles Edwin,Kim, Han-Sung,Na, Kyungsu,Lee, Sunwoo
, p. 463 - 468 (2016/04/26)
Vinyl boronic esters were synthesized from aryl alkynyl carboxylic acids and bis(pinacolato)diboron using a copper-catalyzed decarboxylative reaction. The reaction was conducted with CuI (10 mol%), bis-[2-(diphenylphosphino)phenyl]ether(20 mol%), and LiOM
