Application of sulfonic acid functionalized nanoporous silica (SBA-Pr-SO3H) in the solvent free synthesis of (E)-arylidene-1,3-dihydroindole-2-ones

Abstract

An efficient and green condensation reaction is developed for the synthesis of (E)-arylidene-1,3-dihydroindole-2-ones; (1), using heterogeneous nanoporous acid catalyst of SBA-Pr-SO3H with pore size, 6 nm in solvent free condition. Arylidene-1,3-dihydroindole-2-ones have many pharmaceutical properties such as Tyrosin kinase inhibiton. This method has the advantages of short reaction time, isolation ease of the products, excellent yields and recyclable catalyst. Oxindole SBA-Pr-SO3H Green synthesis Solvent free reaction Tyrosin kinase inhibitor Arylidene-1,3-dihydroindole-2-ones

Application of SBA-Pr-SO3H in the synthesis of benzoxazole derivatives

“…The TEM image ( Figure 4b) represents the parallel channels that were not collapsed during two step reactions. In general, organic functionalization did not alter the long-range mesoporous arrangement [25,26]. …”

“…The nanoporous compound SBA-15 was synthesized and functionalizaed according to our previous report and the modified SBA-15-Pr-SO3H was used as nanoporous solid acid catalyst in the following reaction [24][25][26]. For the preparation of the catalyst, calcinated SBA-15 (2 g) and (3-mercaptopropyl) trimethoxysilane (10 mL) in dry toluene (20 mL) were refluxed for 24 h. The product was filtered and extracted for 6 h in CH2Cl2 using a soxhlet apparatus, then dried under vacuum.…”

APPLICATION OF SBA-15 FUNCTIONALIZED SULFONIC ACID (SBA-Pr-SO3H) AS AN EFFICIENT NANOREACTOR IN THE ONE-POT SYNTHESIS OF PYRIDO[2,3-d]PYRIMIDINE

“…[17][18][19] General procedure for the preparation of the products The SBA-Pr-SO 3 H (0.02 gr) was activated in vacuum at 100 °C and then after cooling of catalyst to room temperature, barbituric acid (0.128 g, 1 mmol), uracil (0.127 g, 1mmol) and aryl aldehydes (1 mmol) were added to it. The mixture was heated in an oil bath (140 °C) in appropriate time as shown in Table 2.…”

Sulfonic Acid-Functionalized Lus-1: An Efficient Catalyst for One-Pot Synthesis of 2,4-Diamino Pyrimidine-5-Carbonitrile Derivatives

“…[16][17][18][19][20][21] However, many of these reported methods suffer from drawbacks such as long reaction times, formation of side products, multistep synthesis, the use of organic solvents, large amount of catalyst and catalysts that cannot be recycled. In continuation of our previous works on the application of heterogeneous solid catalysts in organic synthesis, [22][23][24][25][26][27][28][29][30][31] herein, we would like to report a highly efficient method in the synthesis of 2,4-diamino pyrimidine-5-carbonitriles using LUS-Pr-SO 3 H under solvent-free conditions.…”