- Catalytic Strecker reaction: g-C3N4-anchored sulfonic acid organocatalyst for the synthesis of α-aminonitriles
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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
- Rahmati, Monavar,Ghafuri, Hossein
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p. 1489 - 1502
(2021/02/16)
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- Synthesis and characterization of Pd supported on methane diamine (propyl silane) functionalized Fe3O4 nanoparticles as a magnetic catalyst for synthesis of α-aminonitriles and 2-methoxy-2-phenylacetonitrile derivative via Strecker-t
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Pd supported on methane diamine (propyl silane) functionalized Fe3O4 magnetic nanoparticles as an organic–inorganic hybrid heterogeneous catalyst was fabricated and characterized by FT-IR, XRD, SEM, TEM, TGA, VSM, EDX, and ICP-AES te
- Li, Qun,Liu, Wei,Mohammadnia, Majid,Song, Di,Sun, Mingzhe,Wu, Wei,Yan, Li
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- 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
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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.]
- Nasseri, Mohammad Ali,Ramezani-Moghadam, Simin,Kazemnejadi, Milad,Allahresani, Ali
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p. 4233 - 4256
(2020/07/08)
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- KF/clinoptilolite nanoparticles as an efficient nanocatalyst for the Strecker synthesis of α-aminonitriles
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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.]
- Khalilzadeh, Mohammad A.,Oladee, Razieh,Zareyee, Daryoush
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- Gallic acid grafted to amine-functionalized magnetic nanoparticles as a proficient catalyst for environmentally friendly synthesis of α-aminonitriles
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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
- Maleki, Ali,Azadegan, Sepide,Rahimi, Jamal
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- Synthesis and characterization of an acidic nanostructure based on magnetic polyvinyl alcohol as an efficient heterogeneous nanocatalyst for the synthesis of α-aminonitriles
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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.
- Maleki, Ali,Rahimi, Jamal,Hajizadeh, Zoleikha,Niksefat, Maryam
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- Efficient synthesis of α-aminonitriles over homopiperazine sulfamic acid functionalized mesoporous silica nanoparticles (MSNs-HPZ-SO3H), as a reusable acid catalyst
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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.].
- Nasresfahani, Zahra,Kassaee, Mohamad Z.,Eidi, Esmaiel
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p. 1819 - 1825
(2019/04/17)
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- A Metal-Organic Framework to CuO Nanospheres of Uniform Morphology for the Synthesis of α-Aminonitriles under Solvent-Free Condition along with Crystal Structure of the Framework
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Herein, we have reported the synthesis, crystal structure, thermogravimetric property, and photoluminescence activity of a new Cu-based metal organic framework (MOF): {[Cu2(2,5-pdc)2(ald-4)(H2O)2]·3H2
- Singha, Soumen,Saha, Arijit,Goswami, Somen,Dey, Sanjoy Kumar,Payra, Soumen,Banerjee, Subhash,Kumar, Sanjay,Saha, Rajat
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p. 189 - 199
(2018/01/12)
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- Three-component solventless Strecker synthesis of α-aminonitriles catalysed by a renewable sulfonated nanoporous carbon catalyst (CMK-5-SO3H)
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The one-pot three-component synthesis of a variety of α-aminonitriles has been studied using a catalytic amount of a sulfonic acid-functionalized ordered nanoporous carbon catalyst, CMK-5-SO3H, at room temperature under solvent-free reaction co
- Zareyee, Daryoush,Rad, Ali Shokuhi,Ataei, Zahra,Javadi, Sayed Hossein,Khalilzadeh, Mohammad A.
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- Expeditious and efficient synthesis of Strecker's α-aminonitriles catalyzed by sulfated polyborate
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A straightforward, mild, efficient, and environmentally benign protocol for a three-component Strecker reaction of aldehydes or ketones, amines, and trimethylsilyl cyanide catalyzed by sulfated polyborate has been described to afford α-aminonitriles under solvent-free reaction conditions. The major advantages of the present method are excellent yields, shorter reaction time, simple experimental procedure, easy workup procedure, recyclability of the catalyst, solvent-free reaction conditions and ability to tolerate a variety of functional groups which gives economical as well as ecological rewards.
- Indalkar, Krishna S.,Khatri, Chetan K.,Chaturbhuj, Ganesh U.
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supporting information
p. 2144 - 2148
(2017/05/10)
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- Role of (3-aminopropyl)tri alkoxysilanes in grafting of chlorosulphonic acid immobilized magnetic nanoparticles and their application as heterogeneous catalysts for the green synthesis of α-aminonitriles
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The surface modification of SiO2 coated Fe3O4 nanoparticles by grafting silane coupling agents is a highly significant approach to enhancing the interface interaction between the inorganic magnetic core and the organic fun
- Singh, Harminder,Rajput, Jaspreet Kaur,Arora, Priya,Jigyasa
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p. 84658 - 84671
(2016/10/31)
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- Design, synthesis, characterization and catalytic performance of a new cellulose-based magnetic nanocomposite in the one-pot three-component synthesis of α-aminonitriles
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A sulfonated magnetic cellulose-based nanocomposite was prepared and characterized using scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction and Fourier transform infrared spectroscopy. Then, it was used as a green nanoca
- Maleki, Ali,Akhlaghi, Elnaz,Paydar, Reza
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p. 382 - 386
(2016/05/19)
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- Nano magnetic sulfated zirconia (Fe3O4@ZrO2/SO42-): An efficient solid acid catalyst for the green synthesis of α-aminonitriles and imines
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In this research, nano magnetic sulfated zirconia was prepared and characterized by Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD) measurements and vibrational sample magnetometry (VSM). Its catalytic activity was investigated for the one-pot three component green synthesis of α-aminonitriles using various aldehydes and ketones at room temperature in ethanol. This protocol has various advantages such as: simple work-up, short reaction time, high product yields and easy recovery and reusability of the catalyst.
- Ghafuri, Hossein,Rashidizadeh, Afsaneh,Ghorbani, Behnaz,Talebi, Majid
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p. 4821 - 4829
(2015/06/16)
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- Aqueous formic acid: An efficient, inexpensive and environmentally friendly organocatalyst for three-component Strecker synthesis of α-aminonitriles and imines with excellent yields
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Aqueous formic acid (37%) which is an efficient, inexpensive and environmentally friendly organocatalyst was used in the Strecker reaction to afford α-aminonitriles and imines. Reaction was carried out under mild conditions and room temperature in high yi
- Ghafuri, Hossein,Roshani, Mahdi
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p. 58280 - 58286
(2015/02/19)
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- Application of various types of alumina and nano-γ- Alumina sulfuric acid in the synthesis of α-aminonitriles derivatives: Comparative study
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An efficient and green protocol for the synthesis of α-aminonitrile derivatives by one-pot reaction of different aldehydes with amines and trimethylsilyl cyanide has been developed using natural alumina, alumina sulfuric acid (ASA), nano-γ-alumina, nano-γ
- Teimouri, Abbas,Ghorbanian, Leila,Moatari, Athar
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p. 441 - 450
(2014/12/11)
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- Ga-TUD-1: A new heterogeneous mesoporous catalyst for the solventless expeditious synthesis of α-aminonitriles
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The high surface area three-dimensional porous catalyst has been prepared and characterized by TEM, BET S.A, low angle XRD, 29Si MAS NMR, NH3 TPD techniques. A simple, efficient and rapid method for the green synthesis of α-aminonitriles has been demonstrated over a new mesoporous gallosilicate catalyst Ga-TUD-1. The solventless technique has been applied for the synthesis of a range of compounds with variable functionality with excellent yield and selectivity. The catalyst has been recycled four times with reproducible yield.
- Karmakar, Bikash,Sinhamahapatra, Apurba,Panda, Asit Baran,Banerji, Julie,Chowdhury, Biswajit
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experimental part
p. 111 - 117
(2011/10/13)
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- K2PdCl4 catalyzed efficient multicomponent synthesis of α-aminonitriles in aqueous media
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An efficient, mild and environmentally friendly method has been developed for the Strecker reaction to synthesize α-aminonitriles in the presence of K2PdCl4 as a catalyst. The three-component one-pot condensation of an aldehyde, amine and trimethylsilyl cyanide proceeded smoothly in water to afford the corresponding product in high yield with short reaction times. Crown Copyright
- Karmakar, Bikash,Banerji, Julie
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scheme or table
p. 2748 - 2750
(2010/07/06)
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- Water-mediated strecker reaction: An efficient and environmentally friendly approach for the synthesis of α-aminonitriles via a three-component condensation
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The synthesis of α-aminonitriles by a direct three component Strecker reaction has been achieved in water, which is found to be an inexpensive, non-toxic and eco-friendly reaction medium for the nucleophilic addition. This protocol is effective to a wide variety of substrates with different functional groups and does not require the use any other catalyst. Copyright Taylor & Francis Group, LLC.
- Ramesh, Samikannu,Sivakumar, Kulanthaivel,Panja, Chiradeep,Arunachalam, Pirama Nayagam,Lalitha, Appaswami
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experimental part
p. 3544 - 3551
(2011/01/12)
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- One-pot three-component synthesis of α-amino nitriles catalyzed by 2,4,6-trichloro-1,3,5-triazine (cyanuric acid)
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A simple and efficient method has been developed for the synthesis of α-amino nitriles from aldehydes, amines and trimethylsilyl cyanide (Me3SiCN) in the presence of a catalytic amount of cyanuric acid at room temperature.
- Das, Biswanath,Kumar, Rathod Aravind,Thirupathi, Ponnaboina
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p. 1206 - 1210
(2008/03/12)
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