32377-36-9Relevant academic research and scientific papers
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
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
Li, Qun,Liu, Wei,Mohammadnia, Majid,Song, Di,Sun, Mingzhe,Wu, Wei,Yan, Li
, (2021/09/18)
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
Nitrile compound catalytic synthesis method and application thereof
-
Paragraph 0109-0115; 0139-0150; 0152, (2021/07/01)
The invention relates to the technical field of chemical catalytic synthesis, and particularly discloses a nitrile compound catalytic synthesis method and application thereof. According to the nitrile compound catalytic synthesis method, an alpha-aminonitrile or alpha-imino nitrile compound can be synthesized through selective reaction. The nitrile compound catalytic synthesis method has the advantages of simple and easily available raw materials, wide substrate applicability, mild conditions, high yield and the like, the yield is superior to that of a traditional chemical synthesis method, and the nitrile compound catalytic synthesis method is suitable for industrial production. The problems that an existing synthesis method of alpha-aminonitrile and alpha-imino nitrile compounds is not high in yield and does not meet the requirement of green chemistry are solved. Moreover, compared with a traditional chemical synthesis method, a heme system is more efficient and green in use, a substrate is simple and easy to obtain, a tedious catalysis step is not needed, a low-toxicity cyano donor is used, the substrate is wide in applicability, the requirement of green chemistry is met, and the heme system has a wide market prospect.
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.
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.]
Targeted development of hydrophilic porous polysulfonamide gels with catalytic activity
Alavinia, Sedigheh,Ghorbani-Vaghei, Ramin
, (2020/07/03)
We report the use of a template and functional monomers in the synthesis of three novel polysulfonamide gels with new architectures and functional groups. These mesoporous polysulfonamide gels were prepared by the condensation polymerization of benzene-1,3-disulfonyl chloride (as the main precursor), linear monomers, and cross-linkers (as variable precursors) in the presence of a silica template by a combination of sol-gel chemistry and the nanocasting technique. In this synthesis pathway, in situ polymerization onto the template surface led to the construction of a silica/polymer nanocomposite. Next, after removal of the template, the nanocomposite gels were transformed into mesoporous polysulfonamide nanospheres. After the physicochemical identification of the synthesized materials, functionalized polysulfonamides were used as reusable novel catalysts with high efficiency for the Strecker reaction under mild conditions. These polymers have Br?nsted/Lewis acid active sites, a mesoporous structure, and hydrogen bonding. Moreover, since these polymers are hydrogels that can absorb water, they can promote the Strecker reaction through chemical absorption of the generated water as a driving force. Overall, this article describes a novel synthesis procedure and application of porous polysulfonamide gels.
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.
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.]
Phosphine-Catalyzed Sequential Michael Addition between α-Aminonitriles and Methyl Acrylate for Cyclization: Synthesis of N-Aryl-Substituted Pyrrolidines
Jang,Sin,Paek,Jang,Jong
, p. 2228 - 2235 (2021/02/09)
Abstract: N-Aryl-substituted pyrrolidine derivativeswere synthesized via tributylphosphine-catalyzed sequential Michael addition ofα-aminonitriles and methyl acrylate as starting materials. The first Michaeladdition between α-aminonitrile and methyl acryl
Synthesis of α-Aminonitriles and 5-Substituted 1H-Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES-supported Trifluoroacetic Acid
Fatahi, Hosna,Jafarzadeh, Mohammad,Pourmanouchehri, Zahra
, p. 2090 - 2098 (2019/07/05)
Fe3O4@SiO2–APTES-supported trifluoroacetic acid nanocatalyst was used for the one-pot synthesis of α-aminonitriles via a three-component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05?g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good-to-excellent yields in a short reaction time of 4?h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.
