7510-78-3Relevant academic research and scientific papers
Cyano-borrowing: Titanium-catalyzed direct amination of cyanohydrins with amines and enantioselective examples
Li, Qian,Li, Qing-Hua,Li, Wan-Fang,Li, Zhao-Feng,Liu, Tang-Lin,Peng, Yun-Gui,Ren, Li-Qing,Tao, Jing
supporting information, p. 651 - 654 (2020/01/28)
The direct amination of cyanohydrins with amines via a catalytic cyano-borrowing reaction was developed. The transformation features broad substrate scope, excellent functional group compatibility, and very mild and simple operations. Moreover, a titanium
KF/clinoptilolite nanoparticles as an efficient nanocatalyst for the Strecker synthesis of α-aminonitriles
Khalilzadeh, Mohammad A.,Oladee, Razieh,Zareyee, Daryoush
, (2020/05/04)
Abstract: Potassium fluoride impregnated on clinoptilolite nanoparticles (KF/CP NPs) have been explored to serve as an effective and inexpensive heterogeneous catalyst for the one-pot three-component Strecker synthesis of a variety of α-aminonitriles at room temperature in ethanol as a green solvent. KF/CP NPs have been synthesized using simple impregnation techniques in aqueous media from readily available inexpensive starting materials and displayed its initial catalytic activity even after five runs. The easy preparation and separation of catalyst, simple procedure, mild reaction conditions, and excellent yields of products render this method as an attractive sustainable option. Graphic abstract: [Figure not available: see fulltext.]
Mandelic acid catalyzed one-pot three-component synthesis of α-aminonitriles and α-aminophosphonates under solvent-free conditions at room temperature
Kaur, Gurpreet,Shamim, Mussarat,Bhardwaj, Vaishali,Gupta, Vivek Kumar,Banerjee, Bubun
supporting information, p. 1545 - 1560 (2020/04/08)
A simple, mild, straightforward, efficient and eco-friendly protocol has been developed for the synthesis of a series of α-aminonitriles via the one-pot three-component Strecker reactions between various aldehydes, amines and trimethylsilyl cyanide using a catalytic amount of mandelic acid as a naturally occurring, low-cost, efficient organo-catalyst under solvent-free conditions at room temperature. Under the same optimized conditions synthesis of α-aminophosphonates were also achieved via the one-pot three-component Kabachnik-Fields reactions of aldehydes, amines and triethyl phosphate.
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.
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.
Gallic acid-functionalized magnetic nanoparticles: a convenient and green approach for synthesis of α-aminonitriles under solvent-free conditions
Eidi, Esmaiel,Kassaee, Mohamad Z.,Nasresfahani, Zahra,Cummings, Peter T.
, p. 303 - 314 (2018/10/15)
Abstract: Gallic acid-coated magnetic nanoparticles were efficiently prepared, characterized by Fourier transform infrared spectroscopy, X-ray diffraction, vibrating sample magnetometry, scanning electron microscopy, and transmission electron microscopy, and employed as an environmentally friendly and recyclable catalyst for one-pot synthesis of three-component reaction via Strecker reaction, incorporating aldehydes/ketones, amines, and trimethylsilyl cyanides under solvent-free conditions. Operational simplicity, product purity, natural resources and reusability of the catalyst are considered as evident features of this protocol which will hopefully develop into an inexpensive, efficient, and clean strategy for the synthesis of α-aminonitriles. Graphical abstract: [Figure not available: see fulltext.].
Alpha-cyanidation method of mono-alkyl substituted aniline
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Paragraph 0023; 0024; 0110; 0111; 0112; 0113, (2017/09/13)
The invention discloses an alpha-cyanidation method of mono-alkyl substituted aniline. According to the method, various aromatic, aliphatic, and heterocycle substituted secondary amines of anilines are taken as the raw materials, trimethylsilyl cyanide is
Magnetic Fe3O4-BF3: Highly efficient Lewis acid catalyst for the synthesis of α-aminonitriles
Shekouhy, Mohsen,Moaddeli, Ali,Khalafi-Nezhad, Ali
, p. 3805 - 3827 (2016/04/05)
Fe3O4 magnetic nanoparticle-supported BF3 was prepared as a new magnetically separable Lewis acid catalyst and successfully used for the one-pot synthesis of α-aminonitriles. A broad range of substrates including the aromatic and heteroaromatic aldehydes, cyclic ketones (cyclopentanone, cyclohexanone and cycloheptanone), aryl-alkyl ketones, diaryl ketones and tetralones, isatin derivatives and acenaphthenequinone were condensed with amines (aliphatic and aromatic) and trimethylsilyl cyanide. All reactions were completed in short times and products were obtained in good to excellent yields. The catalyst could be recycled and reused several times without any loss of efficiency. Finally, α-aminonitrile containing adenine was successfully synthesized.
Silica boron sulfuric acid nanoparticles: As an efficient and reusable catalyst for the large-scale synthesis of α-amino nitriles using the strecker reaction
Khalafi-Nezhad, Ali,Foroughi, Habib Ollah,Panahi, Farhad
, p. 1 - 8 (2013/02/25)
A highly efficient and green procedure for the large-scale synthesis of α-amino nitriles using three-component condensation of carbonyl compounds, amines, and trimethylsilylcyanide has been developed. Silica boron sulfuric acid nanoparticles (SBSANs) are found as an efficient heterogeneous catalyst for the promotion of this process at room temperature under solvent-free conditions. This protocol offers an effective and scale-up procedure for the synthesis of various α-amino nitriles using a wide range of amines and carbonyl compounds in relatively short reaction time with the excellent isolated yields. In addition, the SBSAN catalyst is easily separated from the reaction mixture by simple filtration and can be reused several times.
Dehydroascorbic acid (DHAA) capped magnetite nanoparticles as an efficient magnetic organocatalyst for the one-pot synthesis of α-aminonitriles and α-aminophosphonates This article is dedicated to memory of Majid Shahriari
Saberi, Dariush,Cheraghi, Samaneh,Mahdudi, Samaneh,Akbari, Jafar,Heydari, Akbar
, p. 6403 - 6406 (2013/11/19)
A dehydroascorbic acid capped magnetite (DHAA-Fe3O4) catalyst is prepared and used for the one-pot synthesis of α-aminonitriles and α-aminophosphonates. Different derivatives of these compounds are synthesized in good yields.
