Brønsted acidic ionic liquid triethylamine-bonded sulfonic acid {[Et3N-SO3H]Cl} efficiently catalyzes the one-pot multi-component condensation of 2-naphthol with arylaldehydes and dimedone (5,5-dimethylcyclohexane-1,3-dione) under solvent-free conditions to afford 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones in high yields and relatively short reaction times.
Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. Formation of the carbocationic system is confirmed by studying IR, 1H […]
Michael addition of pyrimidine and purine nucleobases to substituted as well as unsubstituted α,β-unsaturated esters efficiently proceeds in the presence of catalytic amount of zinc oxide in ionic liquid 1-butyl-3-methylimidazolium bromide (ZnO/[bmim]Br) under microwave irradiation to afford carboacyclic nucleosides, as biologically important compounds, in good to excellent yields and in short reaction times.
Nanomagnetite-Fe3O4 is used as a highly efficient, mild, green and recyclable nanomagnetite catalyst for the synthesis of 4,4´-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) derivatives in solvent-free conditions. The condensation reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one with aromatic aldehydes affords the title compounds in high yields and short reaction times. The nanocatalyst is reusable for seven times without significant loss of its catalytic activity. […]
Phthalimide was reacted with chlorosulfonic acid to give sulfonic acid-functionalized phthalimide (SFP), which characterized by 1H NMR, 13C NMR, FT-IR, XRD (X-ray diffraction), SEM (scanning electron microscopy), EDX (energy-dispersive X-ray), mass, TG (thermogravimetry) and DTG (derivative thermal gravimetry) spectra. Afterward, its catalytic activity was examined for the condensation of arylaldehydes with 2-naphthol under solvent-free conditions […]
In this study, N1,N1,N2,N2-tetramethylethane-1,2-diamine was reacted with chlorosulfonic acid to afford N1,N1,N2,N2-tetramethyl-N1,N2-bis(sulfo)ethane-1,2-diaminium chloride ([TMBSED][Cl]2) as a new acidic ionic liquid. [TMBSED][Cl]2 was identified by 1H and 13C NMR, mass and FT-IR spectra. Then, its catalytic activity was examined to promote the following multicomponent reactions: (i) the production of 4,4´-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol)s from arylaldehydes and 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one in ethanol, […]
This research describes application of a mesoporous nanostructured material based on basic ionic liquid anchored to silica, i.e. nano-2-(dimethylamino)-N-(silica-n-propyl)-N,N-dimethylethanaminium chloride {nano-[DMSPDE][Cl]}, as a highly effective and heterogeneous nanocatalyst for the production of 2-amino-4H-chromenes. The one-pot multi-component reaction of aromatic aldehydes with malononitrile and 1-naphthol in the presence of nano-[DMSPDE][Cl] under solvent-free conditions affords the title […]
A novel nanomagnetic material with a dimethylamino tag namely nano-Fe3O4@SiO2@R-NMe2 ([NFSRN]) was produced, and characterized by EDS, FT-IR, VSM, FE-SEM, XRD and TGA analyses. Then, it was applied as a highly effective and magnetically recyclable catalyst for the one-pot multi-component reaction of malononitrile, arylaldehydes and dimedone. Interestingly, in most entries, among the possible products which […]
A novel organic-inorganic hybrid nanomaterial namely nano-[SiO2@R-Im-SO3H][CF3COO] (NSRISC) was synthesized, and characterized using FT-IR, EDS, FE-SEM, TGA and XRD analyses. Thereafter, the solvent-free production of bis-coumarins (from aryl aldehydes and 4-hydroxycoumarin) and N,N′-alkylidene bisamides (from aryl aldehydes and benzamide) was catalyzed by NSRISC. Bis-coumarins were produced in 86-97% at 100 ºC, and bisamides were obtained […]
A novel organic-inorganic hybrid magnetic nanomaterial, namely nano-[Fe3O4@SiO2@R-NMe2][FeCl4] (nano-[FSRN][FeCl4]) was prepared, and characterized by EDX, elemental mapping, FE-SEM, FT-IR, XRD, VSM, TG and DTG analyses. Then, it was applied as a highly efficient and magnetically recyclable catalyst for the solvent-free synthesis of bis-coumarins from 4-hydroxycoumarin (2 eq.) and arylaldehydes (1 eq.). NMe2 is a basic […]
