68230-33-1Relevant academic research and scientific papers
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.]
Highly efficient three-component Strecker-type reaction catalyzed by MgI2 etherate under solvent-free conditions
Li, Pengcheng,Zhang, Yongdong,Chen, Zhili,Zhang, Xingxian
supporting information, p. 1854 - 1858 (2017/04/21)
A concise, straightforward and efficient method has been developed for the synthesis of α-aminonitriles by an one-pot three-component condensation of aldehydes or ketones, amines and trimethylsilyl cyanide catalyzed by MgI2 etherate under solvent-free conditions. This protocol has some advantages such as mild reaction condition, simple work-up, short reaction time and high product yields.
Magnetic solid sulfonic acid decorated with hydrophobic regulators: A combinatorial and magnetically separable catalyst for the synthesis of α-aminonitriles
Mobaraki, Akbar,Movassagh, Barahman,Karimi, Babak
supporting information, p. 352 - 358 (2014/08/05)
A three-component, Strecker reaction of a series of aldehydes or ketones, amines, and trimethylsilyl cyanide for the synthesis of α-aminonitriles in the presence of a catalytic amount of a magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H under solvent-free conditions have been investigated. This catalyst, with a combination of hydrophobicity and acidity on the Fe3O 4@SiO2 core-shell of the magnetic nanobeads, as well as its water-resistant property, enabled easy mass transfer and catalytic activity in the Strecker reaction. The catalyst was easily separated by an external magnet and the recovered catalyst was reused in 6 successive reaction cycles without any significant loss of activity.
Nafion-Fe: A new efficient "green" lewis acid catalyst for the ketonic strecker reaction
Surya Prakash,Bychinskaya, Inessa,Marinez, Eric R.,Mathew, Thomas,Olah, George A.
, p. 303 - 312 (2013/05/09)
The synthesis of various α-aminonitriles, precursors of α-amino acids has been carried out in moderate to high yields and high purity by the Strecker reaction from ketones, aliphatic/aromatic amines and TMSCN using a new "green" Lewis acid catalyst, Nafion-Fe (iron Nafionate, Fe(III) salt of Nafion-H, a solid polymeric perfluoroalkanesulfonic acid) under conventional thermal as well as microwave conditions. Microwave and solvent-free conditions applied in this method shorten the reaction times, improve the yields and diminishes the formation of side products. Strecker reaction occurs smoothly with secondary aliphatic amines also under these conditions which is not common under conventional conditions.
A novel approach for the synthesis of α-aminonitriles using Mitsunobu's reagent under solvent-free conditions
Chaturvedi, Devdutt,Chaturvedi, Amit K.,Mishra, Nisha,Mishra, Virendra
, p. 5398 - 5401 (2012/10/29)
A highly efficient, one-pot, three-component, solvent-free protocol for the synthesis of α-aminonitriles starting from their corresponding carbonyl compounds, amines, using Mitsunobu's reagent has been developed. Diversity of α-aminonitriles has been synthesized in good to excellent yields (80-99%) using various kinds of aldehydes/ketones and a variety of amines.
Tin exchanged zeolite as catalyst for direct synthesis of α-amino nitriles under solvent-free conditions
Shah, Arpan K.,Khan, Noor-Ul H.,Sethia, Govind,Saravanan,Kureshy, Rukhsana I.,Abdi, Sayed H.R.,Bajaj, Hari C.
experimental part, p. 22 - 30 (2012/06/29)
Sn exchanged HBeta zeolite was prepared and characterized by PXRD, surface area, TPD and TEM analysis. The Sn exchanged zeolite was found to be highly efficient catalyst for the direct synthesis of α-amino nitrile from various ketones and aldehydes with amine and trimethyl silylcyanide (TMSCN) under solvent-free condition. Excellent yield of α-amino nitrile (up to 96%) was achieved within 10-120 min at room temperature. The Sn exchanged HBeta zeolite was recovered and reused several times without the loss of its catalytic performance.
Synthesis of α-amino nitriles from carbonyl compounds, amines, and trimethylsilyl cyanide: comparison between catalyst-free conditions and the presence of tin ion-exchanged montmorillonite
Wang, Jiacheng,Masui, Yoichi,Onaka, Makoto
experimental part, p. 1763 - 1771 (2010/06/13)
In the absence of catalysts, the three-component, one-pot synthesis of α-amino nitriles proceeded using various aldehydes and ketones together with amines and trimethylsilyl cyanide (TMSCN) in high yields under neat conditions at room temperature. The addition order of the reagents had a significant influence on the yields of the desired α-amino nitriles. In contrast, when tin ion-exchanged montmorillonite (Sn-Mont), prepared by the ion-exchange of sodium, montmorillonite (Na-Mont) with a tin tetrachloride solution, was used as a catalyst, the reaction rates significantly increased compared with those without catalysts, and the range of the applicable carbonyl compounds was also extended: structurally diverse aromatic, aliphatic and heteroatom-containing carbonyl compounds, including sterically hindered ketones as well as aliphatic and aromatic amines, were converted into the desired α-amino nitriles in good to excellent yields with short reaction times under mild conditions. Sn-Mont showed a better catalytic activity than proton or other metal ion-exchanged montmorillonites, supported SnO2 catalysts and the previously reported homogeneous or heterogeneous catalysts. The recovered catalyst was reused several times without loss of catalytic performance. Along with the expansion of the interlayer space of Sn-Mont, the strong Bransted acid and Lewis acid nature of Sn-Mont derived from protons and SnO2 nanoparticles present in the interlayers of Sn-Mont likely played important and cooperative roles in the high catalytic activity.
Fe(Cp)2PF6 catalyzed efficient Strecker reactions of ketones and aldehydes under solvent-free conditions
Khan, Noor-ul H.,Agrawal, Santosh,Kureshy, Rukhsana I.,Abdi, Sayed H.R.,Singh, Surendra,Suresh, Eringathodi,Jasra, Raksh V.
, p. 640 - 644 (2008/03/27)
The synthesis of α-aminonitriles of ketones and aldehydes was performed in very short reaction times (20 min) with excellent yields in the presence of 5 mol % of Fe(Cp)2PF6 under solvent-free conditions.
Multicomponent Strecker reaction under high pressure
Matsumoto, Kiyoshi,Kim, Jong Chul,Iida, Hirokazu,Hamana, Hiroshi,Kumamoto, Koji,Kotsuki, Hiyoshizo,Jenner, Gerard
, p. 1734 - 1753 (2007/10/03)
For the first time, uncatalyzed, high-pressure (0.6 GPa) reactions with ketones have proven to be a powerful way to perform the three-component Strecker synthesis of α-amino nitriles in high yields. Two types of double Strecker reactions were achieved, but attempts to perform triple Strecker reactions were unsuccessful.
Asymmetric Reduction of Schiff's Bases with Lithium Aluminium Hydride-Monosaccharide Complexes to Give Optically Active Secondary Amines
Landor, S. R.,Sonola, O. O.,Tatchell, A. R.
, p. 1658 - 1661 (2007/10/02)
The asymmetric reduction of selected Schiff's bases (ketimines) with the lithium aluminium hydride-monosaccharide complexes derived from 3-O-benzyl-1,2-O-cyclohexylidene-α-D-glucofuranose gives optically active secondary amines.The absolute configuration
