15190-10-0Relevant academic research and scientific papers
Lithium Perchlorate Mediated Three-Component Preparation of α-Aminonitriles under Solvent-Free Conditions
Azizi, Najmedin,Saidi, Mohammad R.
, p. 1207 - 1214 (2004)
A three-component reaction between aliphatic or aromatic aldehyde, an amine and trimethylsilyl cyanide mediated by solid LiClO4, gave amino nitriles in good to excellent yields. The reaction proceeded smoothly under solvent-free conditions without any side products.
Silica sulfuric acid catalyzed one-pot synthesis of α-aminonitriles
Chen, Wei-Yi,Lu, Jun
, p. 2293 - 2296 (2005)
A simple and efficient method has been developed for the synthesis of α-aminonitriles by a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide in the presence of a catalytic amount of silica sulfuric acid at room temperature. The silica sulfuric acid is reusable and could be applied in subsequent reactions with comparable activity. Georg Thieme Verlag Stuttgart.
Magnetically separable g-C3N4 hybrid nanocomposite: Highly efficient and eco-friendly recyclable catalyst for one-pot synthesis of α-aminonitriles
Azizi, Najmedin,Farhadi, Elham
, (2018)
A magnetically separable graphitic carbon nitride nanocomposite (Fe3O4/g-C3N4) as a catalyst for the three-component condensation reactions of carbonyl compounds, amines and trimethylsilylcyanide was thoroughly investigated. The reaction of these three components was found to be efficient, economical and green and took place in the presence of a catalytic amount of the magnetically separable catalyst to yield the corresponding α-aminonitriles in good to excellent yields. The prepared nanocomposite was characterized using scanning electron microscopy and energy-dispersive X-ray and Fourier transform infrared spectroscopies. The nanocomposite was also found to be reusable could be recovered easily and reused several times without distinct deterioration in its catalytic activity.
RuCl3 catalyzed one-pot synthesis of α-aminonitriles
De, Surya Kanta
, p. 653 - 656 (2005)
A simple and efficient method was developed for the synthesis of α-aminonitriles by simply mixing aldehydes, amines, and trimethylsilyl cyanides in the presence of a catalytic amount of RuCl3 at room temperature.
Synthesis of α-aminonitriles using silica-bonded N-propylpiperazine sulfamic acid as a recyclable catalyst
Rahi, Tahere,Baghernejad, Mojtaba,Niknam, Khodabakhsh
, p. 1103 - 1106,4 (2012)
α-Aminonitriles were synthesized via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide using silica-bonded N-propylpiperazine sulfamic acid (SBPPSA) as a recyclable solid acid at room temperature. SBPPSA showed much the same efficiency when used in consecutive reaction runs.
Copper-vitamin B6 coated on maghemite nanoparticles: A new convenient dual catalysis system to synthesize α-aminonitriles from benzyl alcohols
Esfandiary, Naghmeh,Nakisa, Athar,Radfar, Iman,Azizi, Kobra,Mehraban, Jamshid Azarnia,Heydari, Akbar
, (2018)
A novel and effective dual catalysis system, copper combined with pyridoxal phosphate, which is anchored in maghemite nanoparticles were designed and applied to synthesize α-aminonitriles from benzyl alcohols. This catalytic system has the potential ability to perform oxidation reactions and subsequently synthesize alpha-amino nitrile in a reaction environment. Thus, the purpose of this paper is introducing a heterogeneous, sustainable and recyclable catalytic system to perform reactions that require a transition metal catalyst and organocatalyst continuously to achieve a target molecule. The catalysis system is examined and investigated with seven useful analyses such as FT-IR, TGA, VSM, SEM, TEM, XRD, and ICP.
A carbon dioxide-promoted three-component Strecker reaction
Fauziev, Ruslan V.,Ivanov, Roman E.,Kuchurov, Ilya V.,Zlotin, Sergei G.
, p. 10137 - 10144 (2021/12/24)
A three-component Strecker reaction of aldehydes, amines and KCN has been performed for the first time in supercritical carbon dioxide. In the proposed procedure, non-toxic and non-flammable carbon dioxide acts not only as an environmentally benign reaction medium but also as a reaction promoter via in situ formation of carbonic acid which provides a gradual release of the true cyanating agent (HCN) from available KCN. The reaction conditions (pressure, temperature, and concentrations of reagents) were optimized, and various aromatic and aliphatic amines and aldehydes were transformed into valuable α-amino nitriles including prospective pharmacological substances. The equimolar amount of used cyanogen reagent, carrying out the process in a sealed autoclave in a 'green' solvent medium under mild conditions (90 bar, 35 °C) along with the high yields of products and the scalability of the developed procedure make it suitable for sustainable industrial applications. This journal is
Strecker reactions with hexacyanoferrates as non-toxic cyanide sources
Grundke, Caroline,Opatz, Till
supporting information, p. 2362 - 2366 (2019/05/17)
The Strecker reaction is the most widely applied three-component reaction. Although highly useful for the preparation of α-amino nitriles, α-amino acids, hydantoins and numerous related compounds, the need for the application of toxic sources of HCN limits its application in both academic and industrial settings. Here, we present a facile protocol for Strecker reactions using a mixture of potassium ferri- and ferrocyanides as a non-toxic substitute.
Efficient synthesis of α-aminonitriles over homopiperazine sulfamic acid functionalized mesoporous silica nanoparticles (MSNs-HPZ-SO3H), as a reusable acid catalyst
Nasresfahani, Zahra,Kassaee, Mohamad Z.,Eidi, Esmaiel
, p. 1819 - 1825 (2019/04/17)
Abstract: Good to excellent yields of α-aminonitriles are achieved through three-component Strecker reaction of aldehydes or ketones with amines and trimethylsilyl cyanides over homopiperazine sulfamic acid functionalized mesoporous silica nanoparticles (MSNs-HPZ-SO3H). The advantages of this protocol include: simplicity, short reaction time, high yields, ease of product isolation and reusability of the catalyst. Graphical abstract: MSNs-HPZ-SO3H is prepared as an acid catalyst and successfully used for three-component Strecker reaction of aldehydes or ketones with amines and trimethylsilyl cyanides (TMSCN) under solvent-free conditions, a straightforward strategy for the synthesis of α-aminonitriles.[Figure not available: see fulltext.].
A unique combination of KI/ZnFe2O4 as a catalyst for oxidative Strecker reaction
Ghandi, Leila,Kazemi Miraki, Maryam,Karimi, Meghdad,Radfar, Iman,Heydari, Akbar
, (2018/11/23)
α-Aminonitriles as key intermediates for the preparation of α-amino acid derivatives, amides, diamines, peptides, proteins and heterocycles were synthesized through methylarene oxidation in the Strecker reaction using a unique combination of KI/ZnFe2O4 as the best catalyst and aqueous tert-butyl hydroperoxide as oxidant. A wide range of amines and methylarenes were converted to the corresponding products. Operational simplicity, short reaction time and recyclability of the catalyst are advantages of this protocol.
