Regioselective multi-component synthesis of 1H-pyrazolo[3,4-d]pyrimidine-6(7H)-thiones

A variety of pyrazolo[3,4-d]pyrimidine-6(7H)-thione derivatives were easily synthesized with a novel, simple, efficient, and regioselective method via three-component condensation reaction of 5-methyl-1H-pyrazol-3-amine, arylisothiocyanates, and aldehydes in the presence of catalytic amount of p-toluenesulfonic acid (p-TSA) in 1-butyl-3-methylimidazolium bromide ionic liquid with excellent yields and short reaction times.     

Silica supported Ru(salophen)Cl: An efficient and robust heterogeneous catalyst for epoxidation of alkenes with sodium periodate

In the present work, heterogenization of Ru(salophen)Cl via its axial ligation to silica-bound imidazole, SiIm, is reported. The heterogeneous catalyst, [Ru(salophen)Cl–SiIm], was characterized by elemental analysis, SEM, TEM, FT-IR and diffuse reflectance UV–Vis spectroscopic techniques. The catalyst, which is not soluble in water and common organic solvents, was used for efficient epoxidation of cyclic and linear alkenes with NaIO₄ under agitation with magnetic stirring. This new heterogenized catalyst is of high stability and reusability in the oxidation reactions. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were also investigated.     

The use of silica sulfuric acid as an efficient catalyst for deprotection of trimethylsilyl ethers to the corresponding alcohols under mild and heterogeneous conditions

Silica sulfuric acid was used as a suitable catalyst for the conversion of trimethylsilyl ethers to the corresponding alcohols in the presence of wet SiO2 in high yields at room temperature.     

Extended Affine Weyl Groups: Presentation by Conjugation via Integral Collection

We give several necessary and sufficient conditions for the existence of the presentation by conjugation for a non-simply laced extended affine Weyl group. We invent a computational tool by which one can determine simply the existence of the presentation by conjugation for an extended affine Weyl group. As an application, we determine the existence of the presentation by conjugation for a large class of extended affine Weyl groups.     

Catalyst‐Free and Green Synthesis of Some Novel Benzamide Derivatives

In the present work, a simple, green, rapid, and catalyst‐free procedure for the synthesis of benzamide derivatives by ring opening of azlactones with diamines such as ethylene diamine and 1,3‐propylenediamine is described. The present method offers several advantages such as short reaction times, easy work‐up, and mild reaction conditions in the absence of catalyst and any toxic solvent and material. In addition, the structure obtained by X‐ray crystallography was compared with the theoretical results obtained by density functional theory using the B3LYP functional and cc‐pVDZ basis sets.     

Graphene oxide nanosheets supported manganese(III) porphyrin: a highly efficient and reusable biomimetic catalyst for epoxidation of alkenes with sodium periodate

Efficient epoxidation of alkenes catalyzed by tetrakis(p-aminophenyl)porphyrinatomanganese(III) chloride, [Mn(TNH₂PP)Cl], supported on graphene oxide nanosheets, is reported. The catalyst, [Mn(TNH₂PP)Cl]@GO, was prepared by covalent attachment of amino groups of porphyrin to carboxylic acid groups of GO. This new heterogenized catalyst was characterized by ICP, FT-IR and diffuse reflectance UV–vis spectroscopies, scanning electron microscopy and transmission electron microscopy. This catalyst was applied as an efficient and reusable catalyst in the epoxidation of alkenes with NaIO₄ at room temperature, in the presence of imidazole as axial ligand. The most noteworthy advantage of [Mn(TNH₂PP)Cl]@GO is its high reusability in the oxidation reactions, in which the catalyst was reused several times without significant loss of its catalytic activity.     

Oxidation of 1,4-dihydropyridines under mild and heterogeneous conditions using solid acids

A combination of solid acids, including Oxone®, HIO₃, H₅IO₆, and polystyrenesulfonic acid and sodium nitrite, in the presence of wet SiO₂ were used as an effective oxidizing agents for the oxidation of dihydropyridines to their corresponding pyridine derivatives under mild and heterogeneous conditions in good to excellent yields.     

Oxidation of 2-imidazolines to 2-imidazoles with sodium periodate catalyzed by polystyrene-bound manganese(III) porphyrin

In the present work, the dehydrogenation of 2-substituted imidazolines with sodium periodate in the presence of tetraphenylporphyrinatomanganese(III) chloride supported on polystyrene-bound imidazole, [Mn(TPP)Cl@PSI] is reported. A wide variety of 2-imidazolines were efficiently converted to their corresponding imidazoles by the [Mn(TPP)Cl@PSI]/NaIO₄ catalytic system in a 1:2 CH₃CN/H₂O mixture under agitation with magnetic stirring. Ultrasonic irradiation enhanced the catalytic activity of this catalyst in the oxidation of 2-imidazolines and this led to shorter reaction times and higher product yields. This catalyst could be reused several times without significant loss of its catalytic activity.     

Highly efficient tetrahydropyranylation of alcohols and phenols catalyzed by a new and reusable high-valent vanadium(IV) porphyrin

In the present work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V^IV(TPP)(OTf)₂], in the tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) is reported. This new electron-deficient V(IV) compound was used as a highly efficient catalyst for pyranylation of primary (aliphatic and benzylic), sterically-hindered secondary and tertiary alcohols with DHP. Tetrahydropyranylation of phenols with DHP was also performed to afford the desired THP-ethers. The chemoselectivity of this method was also investigated. The results indicated that primary alcohols are more reactive in the presence of secondary and tertiary alcohols and phenols. This catalyst was reused several times without loss of its activity.     

Synthesis, characterization and investigation of catalytic activity of a highly sulfonated carbon solid acid in the synthesis of dihydropyrimidinones under solvent-free conditions

A highly sulfonated carbon as an efficient, recyclable, nontoxic and green solid acid catalyst was synthesized readily by simultaneous sulfonation, dehydration and carbonization of sucrose C¹²H²²O¹¹ in sulfuric acid and was characterized with Fourier transform infrared spectroscopy (FT-IR), thermal gravimetric and differential thermal gravimetric analysis (TG-DTG), X-ray diffraction (XRD), carbon-hydrogen-nitrogen-sulfur analysis (CHNS), neutralization potentiometric titration and scanning electron microscopy (SEM). This new catalyst was used in one pot three-component condensation reaction of various aromatic aldehydes with ??-ketoester and urea under solvent-free conditions to afford the corresponding dihydropyrimidinones (DHPMs). This catalyst can be reused several times without loss of its activity.