31136-73-9Relevant academic research and scientific papers
Polymer scandium-catalyzed three-component reactions leading to diverse amino ketone, amino ester, and amino nitrile derivatives
Kobayashi, Shu,Nagayama, Satoshi,Busujima, Tsuyoshi
, p. 9221 - 9224 (1996)
In the presence of a polymer-supported scandium catalyst (PA-Sc-TAD), three-component reactions between aldeheydes, amines, and silylated nucleophiles proceeded smoothly to afford β-amino ketones, β-amino esters, and α-amino nitriles in high yields. These
Catalytic Strecker reaction: g-C3N4-anchored sulfonic acid organocatalyst for the synthesis of α-aminonitriles
Rahmati, Monavar,Ghafuri, Hossein
, p. 1489 - 1502 (2021/02/16)
Abstract: Efficient organocatalyst for enantioselective Strecker reaction was synthesized using g-C3N4 sheets (CN). CN-anchored sulfonic acid (CN-Bu-SO3H) was found to be a highly efficient and recoverable organocatalyst f
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.]
Cu/Ni-doped sulfated zirconium oxide immobilized on CdFe2O4 NPs: a cheap, sustainable and magnetically recyclable inorgano-catalyst for the efficient preparation of α-aminonitriles in aqueous media
Nasseri, Mohammad Ali,Ramezani-Moghadam, Simin,Kazemnejadi, Milad,Allahresani, Ali
, p. 4233 - 4256 (2020/07/08)
Abstract: A new multifunctional bimetallic nanocatalyst was prepared by immobilization of Cu/Ni-doped sulfated zirconium oxide on magnetic cadmium ferrite (CdFe2O4@SiO2@ZrO2/SO42?/Cu/Ni) and used as an efficient recyclable catalyst for one-pot as well as stepwise preparation of α-aminonitriles under mild conditions. The magnetic nanocatalyst was characterized by FTIR, TGA, VSM, XRD, EDX, FE-SEM, and TEM analyses. Also, the surface acidity of the catalyst was measured by pyridine adsorption assay. The catalyst possesses various active sites which could catalyst a variety of aromatic and aliphatic aldehydes to the corresponding α-amionitriles under moderate to high yields in the presence of aniline. Furthermore, transformation of ketones to the desired α-amionitriles and some bis-aminonitriles was also performed by this method. The catalyst could be readily recovered from the reaction mixture and reused for several times without significant loss of activity. Graphic abstract: A general and efficient method has been developed for transformation of a variety of aliphatic, aromatic aldehydes and ketones to the corresponding α-aminonitriles using a multifunctional recyclable CdFe2O4@SiO2@ZrO2/SO42?/Cu/Ni nanocatalyst.[Figure not available: see fulltext.]
Fe3O4?SiO2 nanoparticles–functionalized Cu(II) Schiff base complex with an imidazolium moiety as an efficient and eco-friendly bifunctional magnetically recoverable catalyst for the Strecker synthesis in aqueous media at room temperature
Kazemnejadi, Milad,Alavi G., Seyyedeh Ameneh,Rezazadeh, Zinat,Nasseri, Mohammad Ali,Allahresani, Ali,Esmaeilpour, Mohsen
, (2019/12/15)
Cu(II) Schiff base complex supported on Fe3O4?SiO2 nanoparticles was employed as a magnetic nanocatalyst (nanocomposite) with a phase transfer functionality for the one-pot preparation of α-aminonitriles (Strecker reaction). The desired α-aminonitriles were obtained from the reaction of aromatic or aliphatic aldehydes, aniline or benzyl amine, NaCN, and 1.6 mol% of the catalyst in water at room temperature and good to excellent yields were obtained for all substrates. The catalyst was characterized analytically and instrumentally including Fourier-transform infrared spectroscopy, X-ray diffraction, thermogravimetric, nuclear magnetic resonance, energy-dispersive X-ray spectroscopy, inductively coupled plasma spectroscopy, vibrating-sample magnetometry analysis, dynamic light scattering, Brunauer–Emmett–Teller surface area, field emission scanning electron microscopy, and transmission electron microscopy analyses. The reaction mechanism was investigated, in which the performance of the catalyst as a phase transition factor seems to be probable. The catalyst showed high activity, high turnover frequency (TOF)s, significant selectivity, and fast performance toward the Strecker synthesis. The nanocatalyst can be readily and quickly separated from the reaction mixture with an external magnet and can be reused for at least seven successive reaction cycles without significant reduction in efficiency.
Gallic acid grafted to amine-functionalized magnetic nanoparticles as a proficient catalyst for environmentally friendly synthesis of α-aminonitriles
Maleki, Ali,Azadegan, Sepide,Rahimi, Jamal
, (2019/03/26)
An effective approach of one-pot catalytic Strecker reaction between aromatic aldehydes, aniline or toluidine and trimethylsilyl cyanide in the presence of amine-functionalized Fe3O4@SiO2 nanoparticles grafted with gallic
Synthesis and characterization of an acidic nanostructure based on magnetic polyvinyl alcohol as an efficient heterogeneous nanocatalyst for the synthesis of α-aminonitriles
Maleki, Ali,Rahimi, Jamal,Hajizadeh, Zoleikha,Niksefat, Maryam
, p. 58 - 65 (2018/12/13)
The present study described design, preparation and characterization of a new magnetic nanocomposite based on polyvinyl alcohol (PVA) as a non-toxic, water-soluble, high mechanical stable and low-cost polymer. Fourier transform infrared (FT-IR) spectroscopy, field-emission scanning electron microscopy (FE-SEM) image, transmission electron microscope (TEM) image, X-ray diffraction (XRD) pattern, energy-dispersive X-ray (EDX) analysis and thermogravimetric (TG) analysis were used to describe the morphological, chemical and physical properties of the prepared nanocatalyst. All these results confirmed the successful synthesis of Fe3O4@PVA-SO3H. This heterogeneous nanocatalyst was then successfully used for the synthesis of α-aminonitrile derivatives by starting from an aldehyde, an aniline and trimethylsilyl cyanide (TMSCN). High efficiency, green chemistry properties, simple and easy separation are the specific properties of this nanocomposite. Fe3O4@PVA-SO3H can be derived out by an external magnet and reused ten times without any changes in its structure.
A N - aryl methylaniline of α - carbonitriding method
-
Paragraph 0170-0174, (2019/07/04)
A N - aryl methylaniline of α - carbonitriding method. This law to various N - aryl aniline derivatives as raw materials, trimethylsilyl cyanide as the cyanide reagent, 2, 3 - dichloro - 5, 6 - dicyano - 1, 4 - benzoquinone as oxidizing agent in a solvent reaction after concentration, purification of a simple process to get the finished product. The purpose is for the existing N - aryl aniline oxidation carbonitriding method of deficiencies, provide a new synthesis method. The method adopts the low price, low toxicity, and easily obtained 2, 3 - dichloro - 5, 6 - dicyano - 1, 4 - benzoquinone as the oxidizing agent, the non-metal ion catalysis, high-efficiently the various N - aryl methylaniline with three oxidation of trimethylsilyl cyanide. The method of the invention the process is simple, preparing the reaction production safety, easy operation, reaction time is short, favorable to the industrialized.
Cross-dehydrogenative coupling strategy for phosphonation and cyanation of secondary N-alkyl anilines by employing 2,3-dichloro-5,6-dicyanobenzoquinone
Liu, Qing,Yu, Shuchen,Hu, Liangzhen,Hussain, Muhamad Ijaz,Zhang, Xiaohui,Xiong, Yan
, p. 7209 - 7217 (2018/11/10)
The cross-dehydrogenative coupling strategy for metal-free phosphonation and cyanation of secondary N-alkyl anilines has been developed firstly under mild reaction conditions. Based on detailed optimization of reaction conditions, the substrate generality of N-alkyl anilines and various hydrogen phosphonates has been investigated, and a series of versatile α-aminophosphonates and α-aminonitriles were therefore furnished in good to excellent yields. A plausible collective reaction mechanism through dehydrogenation to imine formation, then to respective α-aminophosphonates and α-aminonitriles was proposed.
A catalytic, one-pot and green synthesis of a-amino nitriles: Cu(BF4)2.x H2O an efficient catalyst
Tadiparthi, Krishnaji,Raghavendra,Kamal, Ahmed
supporting information, p. 440 - 445 (2017/07/24)
The Strecker reaction is a first reported multicomponent reaction for the preparation of a-aminonitriles. The a-aminonitriles are important intermediates for various aminoacids, 1,2-diazines, heterocycles and biologically active compounds like Saframycin A and Ecteinascidin 746. The preparation of a-aminonitriles by Strecker approach using MCR attracted many research groups owing atom economy to avoid multistep synthesis and to follow Green chemistry principles. Methods: A-aminonitriles have been synthesized using Strecker reaction by treatment of aldehydes, amines, with TMSCN in the presence of Cu(BF4)2.xH2O as a catalyst in one pot under neat conditions. Various aromatic and aliphatic aldehydes have been studied with different primary and secondary amines. Results: The reaction condition has been optimized by choosing a model reaction under various solvents and found good yields under neat conditions. Moreover, various catalytic amounts of Cu(BF4)2.xH2O has also been studied and found 3 mole% providing better yields. The reaction has been studied with different substrates of aldehydes and amines. Some of the products were characterized by comparison of their spectral data (1H NMR, 13C NMR, IR and MS) and physical properties with those of authentic samples reported in the literature. Conclusion: Afacile and efficient one-pot synthesis of a-amino nitriles at ambient temperature using copper(II)tetrafluoroborate as a novel catalyst under solvent-free conditions via Strecker reaction is reported. The process is simple and environmentally benign using the commercially available and inexpensive catalyst.
