132256-10-1Relevant articles and documents
Ion-pair immobilization of l-prolinate anion onto cationic polymer support and a study of its catalytic activity for one-pot synthesis of spiroindolones
Keshavarz, Mosadegh
, p. 553 - 561 (2016)
A novel clean and simple technique for the heterogenization of l-proline organocatalyst has been introduced. This procedure is based on non-covalent immobilization of l-proline on the surface of anion-exchange resin amberlite IRA900OH (AmbIRA900OH) as an efficient, cheap and commercially accessible cationic polymer support. The ion-pair immobilization of l-proline on the surface of amberlite IRA900OH was achieved by the treatment of a MeOH/H2O solution of l-proline with amberlite IRA900OH at 60 °C. l-Proline anion was exchanged with hydroxyl anion and immobilized via ionic interaction between carboxylate group of l-prolinate and quaternary ammonium cation of the cationic amberlite support. The prepared heterogeneous organocatalyst was well characterized using FTIR, TGA, DTG, XRD and elemental analysis techniques. This heterogeneous catalyst was used as an efficient recoverable catalyst for the synthesis of spiroindolone derivatives and good-to-excellent yields were obtained. The efficiency of the catalyst was almost completely maintained after 5 runs and very low leaching amount of organocatalyst into the reaction mixture occurred.
Isatin-based three-component synthesis of new spirooxindoles using magnetic nano-sized copper ferrite
Baghernejad, Mojtaba,Khodabakhshi, Saeed,Tajik, Sanaz
, p. 2704 - 2709 (2016)
Magnetic nano-sized copper ferrite was prepared via a simple synthetic route and characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), and transmission electron microscopy (TEM). We found that copper ferrite nanoparticles (CuFesub
Guanine base stabilized on the magnetic nanoparticles as recyclable catalyst “on water” for the synthesis of spirooxindole derivatives
Azizi, Zohre,Bashkar, Mohammad,Niknam, Khodabakhsh,Rezaei, Arash,Saberi, Dariush
, (2021/06/15)
Guanine stabilized on the surface of silica-modified magnetic nanoparticles, by the propyl group as a linker, (Fe3O4@SiO2-n-(propyl)-guanine), was prepared, identified and used as a recyclable base in the synthesis of novel spirooxindole compounds and highly substituted dihydro-2-oxopyrroles in aqueous media. Fe3O4@SiO2-n-(propyl)-guanine was characterized via some spectroscopic and microscopic techniques such as Infrared spectroscopy (IR), X-ray diffraction spectroscopy (XRD), Energy dispersive X-ray spectroscopy (EDX), Vibrating sample magnetometry (VSM), Scanning electron microscopy (SEM), High resolution transmission electron microscopy (HR-TEM), Thermo-gravimetric analysis (TGA) and NMR-detected hydrogen/deuterium (H/D) exchange technique. The synthesized nanocomposite was employed as a new base catalyst for the synthesis of some novel spirooxindole compounds and highly substituted dihydro-2-oxopyrroles in aqueous media with good to excellent yields. This heterogeneous base catalyst could be recycled and reused up to ten times without appreciable loss of activity.
Introduction of a novel basic ionic liquid containing dual basic functional groups for the efficient synthesis of spiro-4H-pyrans
Goli-Jolodar, Omid,Shirini, Farhad,Seddighi, Mohadeseh
, p. 1092 - 1101 (2016/11/09)
In this research the synthesis of 1,1′-(butane-1,4-diyl)bis(1,4-diazabicyclo[2.2.2]octan-1-ium) hydroxide as an effective basic ionic liquid containing dual basic functional groups is reported. After characterization using FT-IR, 1H NMR, 13C NMR and mass analyses, this reagent is efficiently used for promotion of the synthesis of spiro-4H-pyrans via one-pot three-component condensation through a domino Knoevenagel/Michael/cyclization sequence. The attractive features of this process are simple procedure, short reaction times, high yields, no column chromatographic separation, commercial availability of the starting materials and recyclability of the catalyst.
