88704-64-7Relevant academic research and scientific papers
Preparation method of alkyl nitrile compound
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Paragraph 0173-0175, (2020/05/14)
The invention discloses a preparation method of an alkyl nitrile compound shown as formula I. The preparation method comprises the following step: in a solvent, in the presence of an additive and a catalyst, Zn (CN) 2 and an alkyl halide shown as formula II are subjected to a coupling reaction as shown in the specification to obtain the alkyl nitrile compound as shown in the formula I, wherein theadditive comprises an alkali, the catalyst comprises a nickel compound and a phosphine ligand; the nickel compound is one or more of zero-valent nickel, monovalent nickel salt and divalent nickel salt; when the nickel compound contains zero-valent nickel or divalent nickel salt, the catalyst further comprises a reducing agent. According to the preparation method disclosed by the invention, cyanation of an alkyl halide can be simply, conveniently and efficiently realized by using a cheap catalytic system, and the preparation method also has good functional group compatibility and substrate universality.
Dehalogenative Deuteration of Unactivated Alkyl Halides Using D2O as the Deuterium Source
Xia, Aiyou,Xie, Xin,Hu, Xiaoping,Xu, Wei,Liu, Yuanhong
, p. 13841 - 13857 (2019/10/17)
The general dehalogenation of alkyl halides with zinc using D2O or H2O as a deuterium or hydrogen donor has been developed. The method provides an efficient and economic protocol for deuterium-labeled derivatives with a wide substrate scope under mild reaction conditions. Mechanistic studies indicated that a radical process is involved for the formation of organozinc intermediates. The facile hydrolysis of the organozinc intermediates provides the driving force for this transformation.
Oxazolium Salts as Organocatalysts for the Umpolung of Aldehydes
Garapati, Venkata Krishna Rao,Gravel, Michel
supporting information, p. 6372 - 6375 (2018/10/15)
Oxazolium salts were successfully employed for the first time as organocatalysts for benzoin, Stetter, and redox esterification reactions. An N-mesityl oxazolium salt catalyzed homobenzoin reaction of aromatic, heteroaromatic, and aliphatic aldehydes delivered α-hydroxy ketones in high yields. This new type of catalyst proved remarkably effective for the Stetter reaction of challenging substrates such as β-alkyl-α,β-unsaturated ketones and electron-rich aromatic aldehydes in comparison to common thiazolium and triazolium salts.
Metal-Free tert -Butyl Hydrogenperoxide (TBHP) Mediated Radical Alkylation of Enol Acetates with Alcohols: A New Route to β-Hydroxy Ketones
Tang, Yucai,Fan, Yuanyuan,Zhang, Ye,Li, Xiaoqing,Xu, Xiangsheng
, p. 1860 - 1863 (2016/07/16)
A metal-free TBHP-mediated radical alkylation of enol acetates with alcohols is described. This method provides a new route to a variety of β-hydroxy-ketones in moderate to good yields.
Selective oxidation of benzylic, allylic and propargylic alcohols using dirhodium(II) tetraamidinate as catalyst and aqueous tert-butyl hydroperoxide as oxidant
Wusiman, Abudureheman,Lu, Chong-Dao
, p. 254 - 258 (2015/03/30)
We show that the dirhodium(II) tetraamidinate complex Rh2(Msip)4 efficiently catalyzes the oxidation of activated secondary alcohols at only 0.1 mol% loading. In this approach, we oxidized various benzylic, allylic and propargylic alcohols to the corresponding carbonyl compounds under mild aqueous conditions using the inexpensive oxidant T-HYDRO (70 wt% aqueous tert-butyl hydroperoxide).
Bis(amino)cyclopropenylidenes as organocatalysts for acyl anion and extended umpolung reactions
Wilde, Myron M. D.,Gravel, Michel
supporting information, p. 12651 - 12654 (2013/12/04)
Back to BACs: In the pursuit of novel carbene organocatalysts, bis(amino)cyclopropenylidenes (BACs) were explored as alternatives to N-heterocyclic carbenes. They were effective in catalyzing the Stetter reaction, and displayed unique advantages over the
Neodymium(III)-mediated reformatsky-type reactions of α-halo ketones with carbonyl compounds
Kirsch, Stefan F.,Liebert, Clemence
, p. 3711 - 3717 (2008/03/18)
In a neodymium(III) iodide induced process, α-bromo ketones 1 and aldehydes 2 are effectively converted into aldol products 3. This Reformatsky-type reaction proceeds through the formation of a neodymium enolate at room temperature in CH2Cl2. The analogous reaction in the presence of NdBr3/NaI at 50°C in THF favors the formation of corresponding aldol-Tishchenko products 5 in good yields. Studies to define the scope and limitations of these reactions mediated by neodymium(III) salts are also described. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Reduction of β-hydroxyketones by Sml2/H2O/ Et3N
Davis, Todd A.,Chopade, Pramod R.,Hilmersson, Goeran,Flowers II, Robert A.
, p. 119 - 122 (2007/10/03)
(Chemical Equation Presented) Reduction of a series of β- hydroxyketones by Sml2/H2O/Et3N provided 1,3-diols in quantitative yields. The reactions were exceedingly clean with no byproduct formation, negating the need for f
Versatile one-step one-pot direct aldol condensation promoted by MgI 2
Wei, Han-Xun,Li, Kunyu,Zhang, Qian,Jasoni, Richard L.,Hu, Jiali,Pare, Paul W.
, p. 2354 - 2358 (2007/10/03)
A true one-step one-pot aldol-reaction procedure has been developed for the synthesis of β-hydroxy ketones and esters. The reaction can be run at room temperature by simply mixing four components in CH2Cl2, with medium-to-high yields of aldol products obtained after regular workup. Mechanistically, the process probably proceeds via Mg-enolate formation of the ketone or ester component, followed by addition to the electrophilic aldehyde.
Reductive intramolecular cyclization of α-bromo silyl ethers mediated by samarium diiodide
Park,Lee,Kwon,Kim
, p. 2745 - 2746 (2007/10/03)
A new SmI2-promoted intramolecular reductive cyclization of β-(α-bromo siloxy) carbonyl compounds is reported.
