57281-49-9Relevant academic research and scientific papers
A magnetic nanoparticle catalyzed eco-friendly synthesis of cyanohydrins in a deep eutectic solvent
Azizi, Najmedin,Rahimi, Zahra,Alipour, Masoumeh
, p. 61191 - 61198 (2015/07/28)
Magnetic Fe3O4 nanoparticles in deep eutectic solvents (DESs) have been regard as excellent catalysts for highly efficient cyanosilylation of various aldehydes and epoxides using trimethylsilyl cyanide TMSCN in high yields with excellent selectivity. Fe3O4 nanoparticles were synthesized and applied as a catalyst for the preparation of a wide variety of cyanohydrins (α-hydroxy nitriles and β-hydroxy nitriles) in readily available urea-choline chloride deep eutectic solvent DES as the most promising environmentally benign and cost-effective green solvent. Magnetic DES operates at very mild reaction conditions and can be easily recycled without significant loss of its catalytic activity.
MCM-41 bound dibenzo-18-crown-6 ether: a recoverable phase-transfer nano catalyst for smooth and regioselective conversion of oxiranes to β-azidohydrins and β-cyanohydrins in water
Yousefi, Sarah,Kiasat, Ali Reza
, p. 92387 - 92393 (2015/11/16)
A new organic-inorganic hybrid nanocomposite was prepared by immobilizing dibenzo-18-crown-6 onto covalently linked amine functionalized mesoporous MCM-41 via a simple post-synthesis method. The heterogeneous hybrid nanocomposite was characterized by TEM,
Synthesis and characterization of a novel Fe3O4@SiO2/bipyridinium dichloride nanocomposite and its application as a magnetic and recyclable phase-transfer catalyst in the preparation of β-azidoalcohols, β-cyanohydrins, and
Kiasat, Ali Reza,Chadorian, Fatemeh,Saghanezhad, Seyyed Jafar
, p. 1297 - 1306 (2015/12/11)
β-Azidoalcohols, β-cyanohydrins, and β-acetoxy alcohols have been synthesized in the presence of a Fe3O4@SiO2/bipyridinium nanocomposite (Fe3O4@SiO2/BNC) as a novel magnetic and recyclable
Facile synthesis of an organic-inorganic nanocomposite, PEG-silica, by sol-gel method; Its characterization and application as an efficient catalyst in regioselective nucleophilic ring opening of epoxides: Preparation of β-azido alcohols and β-cyanohydrin
Kiasat, Ali Reza,Nazari, Simin,Davarpanah, Jamal
, p. 124 - 130 (2014/03/21)
The sol-gel method was used for the synthesis of a PEG-silica hybrid. In order to introduce PEG into the cavities of silica gel, first, the bis(3-trimethoxysilylpropyl)-polyethylene glycol precursor was synthesized by the reaction of 3-chloropropyltrimeth
Highly regioselective conversion of epoxides to β-hydroxy nitriles using metal(II) Schiff base complexes as new catalysts under mild conditions
Naeimi, Hossein,Karshenas, Azam
, p. 234 - 238 (2013/03/14)
Epoxides undergo efficient ring opening with potassium cyanide in acetonitrile in the presence of metal Schiff base complexes as catalysts. This method was carried out under neutral and mild conditions with both high yields and high regioselectivity within a short period of time. Thus, several β-hydroxy nitriles, useful intermediates for the synthesis of biologically active molecules, were easily obtained at room temperature.
Silica-bound 3-{2-[poly(ethylene glycol)]ethyl}-substituted 1-methyl-1H-imidazol-3-ium bromide: A recoverable phase-transfer catalyst for smooth and regioselective conversion of oxiranes to β-hydroxynitriles in water
Reza Kiasat, Ali,Ayashi, Neda,Fallah-Mehrjardi, Mehdi
, p. 275 - 279 (2013/03/28)
A series of β-hydroxynitriles were efficiently synthesized from the regioselective ring opening of oxiranes by cyanide anion in the presence of silica-bound 3-{2-[poly(ethylene glycol)]ethyl}-substituted 1-methyl-1H- imidazol-3-ium bromide (SiO2-PEG-ImBr) as a novel recoverable phase-transfer catalyst in H2O (Scheme 1 and Table 2). The workup procedure was straightforward, and the catalyst could be reused over four times with almost no loss of catalytic activity and selectivity. Copyright
LiOH-catalyzed simple ring opening of epoxides under solvent-free conditions
Azizi, Najmedin,Khajeh-Amiri, Alireza,Ghafuri, Hossein,Bolourtchian, Mohammad
experimental part, p. 1550 - 1557 (2010/09/06)
LiOH has been found to be a very simple and selective catalyst for the rapid and mild synthesis of β-hydroxy sulfides and β-hydroxyl nitriles by ring opening of epoxides with aromatic, aliphatic, and heterocyclic thiols and trimethylsilyl cyanide at room temperature under solvent free conditions. All the reactions proceeded satisfactorily in short times and afforded the corresponding products in good to excellent yields with high regioselectivity and chemoselectivity under mild reaction conditions. Copyright Taylor & Francis Group, LLC.
Synthesis of 4-substituted 3,3-difluoropiperidines
Surmont, Riccardo,Verniest, Guido,Thuring, Jan Willem,Macdonald, Gregor,Deroose, Frederik,De Kimpe, Norbert
supporting information; experimental part, p. 929 - 932 (2010/07/02)
Synthetic strategies toward 4-substituted 3,3-difluoropiperidines were evaluated. 4-Alkoxymethyl- and 4-aryloxymethyl-3,3-difluoropiperidines were synthesized via 1,4-addition of ethyl bromodifluoroacetate to 3-substituted acrylonitriles in the presence o
Biocatalytic cascade for the synthesis of enantiopure β-azidoalcohols and β-hydroxynitriles
Schrittwieser, Joerg H.,Lavandera, Ivan,Seisser, Birgit,Mautner, Barbara,Kroutil, Wolfgang
supporting information; experimental part, p. 2293 - 2298 (2009/08/17)
A three-step, two-enzyme, one-pot reaction sequence starting from prochiral a-chloroketones leading to enantiopure (3- azidoalcohols and (3-hydroxynitriles is described. Asymmetric bioreduction of a-chloroketones by hydrogen transfer catalysed by an alcohol dehydrogenase (ADH) established the stereogenic centre in the first step to furnish enantiopure chlorohydrin intermediates. Subsequent biocatalysed ring closure to the epoxide and nucleophilic ring opening with azide, N3-, or cyanide, CN-, both catalysed by a nonselective halohydrin dehalogenase (Hhe) proceeded with full retention of configuration to give enantiopure (-azidoalcohols and (3-hydroxynitriles, respectively. Both enantiomers of various optically pure (-azidoalcohols and (-hydroxynitriles were synthesised.
Metal(II) Schiff base complexes as catalysts for the high-regioselective conversion of epoxides to β-hydroxy nitriles in glycol solvents
Naeimi, Hossein,Moradian, Mohsen
, p. 1575 - 1579 (2007/10/03)
A facile preparation of 3-hydroxy propanenitrile derivatives is described involving ring opening of epoxides with potassium cyanide in glycol solvents in the presence of Schiff base complexes as catalysts. This method occurs under neutral and mild conditions with high yields and high regioselectivity. Thus, several β-Hydroxy nitriles, useful intermediates toward biologically-active molecules, are easily obtained at room temperature.
