جستجوی مقالات مرتبط با کلیدواژه « sba-pr-so3h » در نشریات گروه « شیمی »

Hantzsch reaction is a popular procedure for the synthesis of dihydropyridines (DHPs) through the reaction of two equivalents of a β-ketoester with one equivalent of aldehyde in the presence of an ammonia source. The Hantzsch reaction of pyrazolone, aromatic aldehydes and ammonium acetate was studied in the presence of SBA-Pr-SO3H, as the catalyst, to gain tetrahydrodipyrazolopyridines. The high yield of products (80-95%) within a short reaction time (6-15 min) proves the efficiency of this methodology. Finally, molecular docking studies were used to show the binding mode of these compounds in the active site of 3-phosphoinositide-dependent kinase 1 (5OOT). Docking computations show the Gold Score value and the binding mode of resulting complexes. The synthesized compounds can bind to the receptor’s residues by forming hydrogen bonds and π interactions. The detailed analysis of the binding mode of the best-docked molecule exhibited a hydrogen bond between NH substituent and Tyr20. Moreover, π-π and π-cation interactions can be seen with the residues Tyr20 and Lys38, respectively.

A one pot four-component reaction of 9,10-phenanthraquinone, aromatic aldehyde, aniline, and ammonium acetate was designed for the preparation of tetrasubstituted imidazoles (phenanthro[9,10-d]imidazole) derivatives in the presence of SBA-Pr-SO3H as a mesoporous solid acid catalyst. Phenanthro[9,10-d]imidazole derivatives were produced by the use of this technique in short reaction times and good to high yields. SBA-15 (Santa Barbara Amorphous), as a hexagonal mesoporous silica with 6 nm pore diameter, was synthesized and then its internal surface was modified with (3-mercaptopropyl)trimethoxysilane following an oxidation process to gain SBA-Pr-SO3H. The latter was then characterized; SEM image showed uniform particles about 700-900 nm and TEM image demonstrated the presence of parallel channels, which resemble the pores configuration of SBA-15. Additionally, the weight reduction in TGA curve in the temperature range of 200-600 °C (about 20% mass loss) established that the anchored propyl sulfonic acid groups onto the SBA-15 pores is about 1.2 mmol/g. This data was also confirmed by back-titration of SBA-Pr-SO3H with standardized NaOH and HCl solutions.

Quinazolinones were synthesized through the one-pot three-component reaction of aromatic aldehydes, isatoic anhydride, and urea under solvent-free conditions using sulfonic acid functionalized mesoporous silica (SBA-Pr-SO3H). The propargyl ether containing 2,3-dihydroquinazolin-4(1H)-ones were reacted with sodium azide in the presence of CuI to gain the new triazole-quinazolinone products.

Hexagonal mesoporous silica (SBA-15) was prepared and then functionalized by(3-mercaptopropyl)trimethoxysilane. The obtained 3-mercaptopropyl functionalized SBA-15 (SBA-Pr-SH) was then oxidized using H2O2 in methanol under an acidic condition to give sulfonic acid functionalized mesoporous silica (SBA-Pr-SO3H). The latter was characterized using different techniques (including TGA, BET, BJH, CHN, SEM, and TEM) and then used as a catalyst in organic synthesis. In the next step, SBA-Pr-SO3H catalyzed the three-component reaction of pyrazolone, salicylaldehydes, and barbituric acid in water under reflux condition. Through this procedure various pyrazolchromeno[2,3-d]pyrimidinone derivatives were obtained. The reaction conditions were completely green due to the use of water as a solvent and the presence of an environmentally benign catalyst.