72867-32-4Relevant academic research and scientific papers
Synthesis of novel magnetic nanoparticles with urea or urethane moieties: Applications as catalysts in the Strecker synthesis of α-aminonitriles
Baghery, Saeed,Zolfigol, Mohammad Ali,Schirhagl, Romana,Hasani, Masoumeh,Stuart, Marc C.A.,Nagl, Andreas
, (2017/10/03)
Four novel magnetic nanoparticle catalysts with urea or urethane moieties are reported. The silica-coated magnetic nanoparticles were simply functionalized via addition of 3-(triethoxysilyl)propylisocyanate (TESPIC), amine or amino alcohol. TESPIC with dual labile functional groups was used as a suitable precursor for the synthesis of urethane-based catalysts. The newly synthesized catalysts were fully characterized using a variety of techniques. These functionalized magnetic nanoparticles were used as reusable catalysts in the Strecker synthesis of α-aminonitrile derivatives under solvent-free conditions at 50?°C.
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.
L-Proline catalyzed one pot synthesis of α-aminonitriles
Nasreen, Aayesha
, p. 3797 - 3800 (2013/07/05)
l-Proline (20 mol %) was found to be an efficient organocatalyst for one pot synthesis of a variety of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide (TMSCN) in acetonitrile at ambient temperature giving good to excellent yields (72-95%).
Catalyst-free, facile, and an efficient synthesis of α-aminonitriles employing Zn(CN)2 as an ecofriendly cyanating agent
Shah, Sakshi,Singh, Baldev
experimental part, p. 151 - 156 (2012/01/19)
An efficient and eco-friendly method has been developed for the synthesis of α-aminonitriles via one-pot three-component condensation of carbonyl compounds, amines, and Zn(CN)2 under mild conditions. This protocol has the features of use of inexpensive, ecofriendly readily available, effective cyanide source, high yield, and simple work-up procedure.
Silica-bonded N-propyl diethylenetriamine sulfamic acid as a recyclable solid acid catalyst for the synthesis of α-aminonitriles
Rahi, Tahere,Baghernejad, Mojtaba,Niknam, Khodabakhsh
, p. 1095 - 1100 (2013/01/14)
Silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) is employed as a recyclable catalyst to synthesize a-aminonitriles. These syntheses involved one-pot condensation of an aldehyde, an amine, and trimethylsilyl cyanide under mild reaction conditions at room temperature. SBPDSA was recycled seven times in the condensation of benzaldehyde, aniline, and trimethylsilyl cyanide without reduction of its catalytic activity.
Silica-Bonded N-Propyl Diethylenetriamine Sulfamic Acid as a Recyclable Solid Acid Catalyst for the Synthesis of α-Aminonitriles
Rahi, Tahere,Baghernejad, Mojtaba,Niknam, Khodabakhsh
, p. 1095 - 1100 (2015/06/30)
Silica-bonded N-propyl diethylenetriamine sulfamic acid (SBPDSA) is employed as a recyclable catalyst to synthesize a-aminonitriles. These syntheses involved one-pot condensation of an aldehyde, an amine, and trimethylsilyl cyanide under mild reaction conditions at room temperature. SBPDSA was recycled seven times in the condensation of benzaldehyde, aniline, and trimethylsilyl cyanide without reduction of its catalytic activity.
Preparation of silica-based ionic liquid an efficient and recyclable catalyst for one-pot synthesis of α-aminonitriles
Nouri Sefat, Maryam,Saberi, Dariush,Niknam, Khodabakhsh
experimental part, p. 1713 - 1720 (2012/03/11)
Preparation of N-(3-silicapropyl) imidazolium hydrogen sulfate ([Sipim]HSO4) as a heterogeneous acidic ionic liquid is described. This heterogeneous ionic liquid was used as catalyst for the synthesis of α-aminonitriles by a one-pot condensation of aldehydes, amines, and trimethylsilyl cyanide at room temperature. Catalyst could be recycled for several times without any additional treatment. Graphical Abstract: A simple and efficient procedure for the preparation of silica-based acidic ionic liquid ([Sipim]HSO4) is described. This heterogeneous solid acid is employed as a catalyst for the synthesis of a-amino nitriles at room temperature. [Figure not available: see fulltext.]
Silica-bonded S-sulfonic acid: an efficient and recyclable solid acid catalyst for the three-component synthesis of α-amino nitriles
Niknam, Khodabakhsh,Saberi, Dariush,Sefat, Maryam Nouri
experimental part, p. 2959 - 2962 (2010/06/21)
Silica-bonded S-sulfonic acid (SBSSA) is employed as a recyclable catalyst for the synthesis of α-amino nitriles. These syntheses were performed via a one-pot three-component condensation of aldehydes, amines, and trimethylsilyl cyanide under mild reaction conditions at room temperature.
Bismuth trichloride catalyzed synthesis of α-aminonitriles
De, Surya K.,Gibbs, Richard A.
, p. 7407 - 7408 (2007/10/03)
A simple and efficient one-pot method has been developed for the synthesis of α-aminonitriles from aldehydes, amines, and trimethylsilyl cyanide in the presence of a catalytic amount of bismuth trichloride.
