A mesoporous SBA-15 silica catalyst functionalized with phenylsulfonic acid groups (SBA-15-Ph-SO3H) as a novel hydrophobic nanoreactor solid acid catalyst for a one-pot three-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones and triazolo[1,2-a]indazole-triones

被引:69
|
作者
Veisi, Hojat [1 ]
Sedrpoushan, Alireza [2 ]
Faraji, Ali Reza [3 ]
Heydari, Masoud [2 ]
Hemmati, Saba [1 ]
Fatahi, Behnaz [1 ]
机构
[1] Payame Noor Univ, Dept Chem, Tehran 193954697, Iran
[2] Iranian Res Org Sci & Technol, Inst Ind Chem, Tehran, Iran
[3] Islamic Azad Univ, Pharmaceut Sci Branch, Young Researchers & Elite Club, Tehran, Iran
基金
美国国家科学基金会;
关键词
MAGNETIC FE3O4 NANOPARTICLES; SULFONIC-ACID; SOLVENT-FREE; HETEROGENEOUS CATALYST; HIGHLY EFFICIENT; SULFURIC-ACID; MULTICOMPONENT REACTIONS; SUBSTITUTED PYRROLES; REUSABLE CATALYST; OXIDATION;
D O I
10.1039/c5ra04949k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phenyl sulfonic acid functionalized mesoporous SBA-15 silica (SBA-15-Ph-SO3H) was prepared through the silanization of activated mesoporous SBA-15 with diphenyldichlorosilane (DPCS) followed by silylation and sulfonation, and characterized by XRD, FT-IR, nitrogen adsorption analyses, BET theory and TEM. The sulfonic acid groups anchored to the silica surface of the pore walls were resistant to leaching in organic and aqueous solutions under mild conditions. This catalyst was found to be a recyclable heterogeneous catalyst for the rapid and efficient synthesis of various 2H-indazolo[2,1-b]phthalazine-triones and triazolo [1,2-a]indazole-triones. Also, this silylated mesoporous material containing phenylsulfonic acid groups has a greater stability of the sulfonic acid surface toward water than that of silica sulfuric acid (SSA) and sulfonated SBA-15.
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页码:68523 / 68530
页数:8
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