16728-93-1Relevant academic research and scientific papers
Iron-catalyzed reductive strecker reaction
Yan, Fachao,Huang, Zijun,Du, Chen-Xia,Bai, Jian-Fei,Li, Yuehui
, p. 188 - 194 (2021/02/03)
Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.
Iron-catalysed carbene-transfer reactions of diazo acetonitrile
Empel, Claire,Hock, Katharina J.,Koenigs, Rene M.
supporting information, p. 7129 - 7133 (2018/10/24)
A continuous-flow protocol for the synthesis of diazo acetonitrile was developed. It was further applied in iron-catalysed insertion reactions of diazo acetonitrile into N-H and S-H bonds to yield valuable α-substituted acetonitrile, including gram-scale synthesis.
Copper-catalyzed synthesis of α-amino nitriles through methyl transfer from DMF to aromatic amines
Yuan, Zaifeng,Li, Na,Zhu, Chunyu,Xia, Chengfeng
supporting information, p. 2854 - 2857 (2018/03/23)
A copper-catalyzed activation of C(sp3)-H bonds of DMF at room temperature was developed, which results in methyl transfer to aromatic amines for efficient synthesis of exceedingly valuable α-amino nitriles. This process features excellent functional group tolerance, a broad substrate scope, and high activity under ambient conditions.
Metal-Free Aerobic Oxidative Cyanation of Tertiary Amines: Azobis(isobutyronitrile) (AIBN) as a Sole Cyanide Source
Liu, Peng-Yu,Zhang, Chao,Zhao, Shi-Chen,Yu, Fang,Li, Fei,He, Yu-Peng
, p. 12786 - 12790 (2017/12/08)
An aerobic oxidative cyanation for the synthesis of α-aminonitriles was reported. The formation of C(sp3)-CN bonds was achieved under a metal-free condition by utilizing azobis(isobutyronitrile) as a sole organic cyanide source with the combination of pivalic acid and sodium acetate as additives.
A highly efficient heterogeneous ruthenium-catalysed oxidative α-cyanation of tertiary amines leading to α-aminonitriles
Wang, Xiaoming,Xiao, Ruian,Ai, Jingting,Cai, Mingzhong
, p. 576 - 580 (2017/11/14)
Oxidative α-cyanation of tertiary amines was achieved by using an MCM-41-immobilised N-alkylethylenediamine ruthenium(III) complex (MCM-41-2N-RuCl3) as catalyst in MeOH at 60 oC in the presence of H2O2 as oxidant and NaCN
Alpha-aminonitrile synthetic method
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Paragraph 0055; 0062; 0064, (2017/01/19)
The invention discloses a one-pot alpha-aminonitrile synthetic method and belongs to the technical field of organic chemistry synthesis. Various benzene ring halogen substituted or nitrogen alkyl or aryl substituted secondary amine, fatty alcohol and aromatic alcohol are taken as raw materials, peroxide is taken as the oxidizing agent, trimethylsilyl cyanide is taken as the nucleophilic cyaniding reagent, various kinds of molysite are taken as the catalyst, and one-step oxidation-condensation-nucleophilic reaction, concentration and purification are conducted in a solvent at room temperature or under the heating condition to generate a finished product. The method has certain universality, reaction conditions are mild, requirements for production equipment are low, technology is simple, raw materials are easy to obtain, and popularization is easy. By the adoption of the method, high-yield and high-quality alpha-aminonitrile can be prepared. The method can be widely applied to industrial production of alpha-aminonitrile. The prepared alpha-aminonitrile can be widely applied to synthesis of bioactive compounds or functional materials including alpha-amino acid, 1,2-diamine, tetrahydroquinoline, alpha-amino-aldehyde, ketone or beta-amino alcohol and has broad market application prospects.
Synthesis of α-aminonitriles via a FeSO4-mediated oxidative cyanation of tertiary amines with benzoyl cyanide and molecular oxygen or TBHP
Zhang, Lianpeng,Gu, Xin,Lu, Ping,Wang, Yanguang
, p. 2359 - 2363 (2016/04/19)
An iron-mediated oxidative cyanation of tertiary amines with benzoyl cyanide and molecular oxygen or TBHP has been achieved. This reaction furnished α-cyanated tertiary amines under mild reaction conditions in good to excellent yields (up to 94%) with gre
Iron-catalysed sequential reaction towards α-aminonitriles from secondary amines, primary alcohols and trimethylsilyl cyanide
Shen, Hang,Hu, Liangzhen,Liu, Qing,Hussain, Muhammad Ijaz,Pan, Jing,Huang, Mingming,Xiong, Yan
, p. 2776 - 2779 (2016/02/19)
We have developed a one-pot iron-catalysed sequential reaction of secondary amines with primary alcohols, trimethylsilyl cyanide and TBHP under mild reaction conditions to give the corresponding α-aminonitriles.
Preparation method for alpha-cyanoamine
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Paragraph 0050; 0051, (2016/10/07)
The invention discloses a preparation method for alpha-cyanoamine. According to the method, the product alpha-cyanoamine is prepared through nucleophilic substitution in a mixed solvent in the presence of an oxidizing agent with an amine compound and cyanoacetic acid as reactants, iodide as a catalyst and sodium acetate as alkali. The catalyst used in the method has high reactivity; reaction conditions are mild; the application scope of a substrate is wide; post-treatment is convenient; the yield of the target product is high; preparation process is simple, green and environment-friendly; and used raw materials are widely available.
Highly efficient and recyclable magnetic nanoparticles-supported gold(III)-bipy catalyst for oxidative α-cyanation of tertiary amines
Yang, Weisen,Wei, Li,Yi, Feiyan,Cai, Mingzhong
, p. 4059 - 4067 (2016/07/06)
Oxidative α-cyanation of tertiary amines with trimethylsilyl cyanide was achieved by using a magnetic nanoparticles-supported gold(III)-bipy complex as catalyst to afford the corresponding α-aminonitriles in good to excellent yields in the presence of ter
