Heterogeneous Copper-Catalyzed Cascade Three-Component Reaction of Amines, Carbon Disulfide and 2-Iodoanilines Leading to 2-Aminobenzothiazoles

被引:67
作者
Zhao, Hong [1 ,2 ,3 ]
He, Wen [1 ,2 ]
Yao, Ruiya [1 ,2 ]
Cai, Mingzhong [1 ,2 ]
机构
[1] Jiangxi Normal Univ, Key Lab Funct Small Organ Mol, Minist Educ, Nanchang 330022, Peoples R China
[2] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China
[3] Guangdong Pharmaceut Univ, Sch Chem & Chem Engn, Guangzhou 510006, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
2-aminobenzothiazoles; cascade reactions; functionalized MCM-41; heterogeneous catalysis; immobilized copper catalyst; MESOPOROUS MOLECULAR-SIEVES; S BOND FORMATION; N-ARYLATION; C-H; INTRAMOLECULAR CYCLIZATION; PARALLEL SYNTHESIS; COUPLING REACTIONS; DIRECT AMINATION; EFFICIENT; BENZOTHIAZOLES;
D O I
10.1002/adsc.201400381
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The heterogeneous cascade three-component reaction of amines, carbon disulfide (CS2) and 2-iodoanilines was achieved in dimethylformamide (DMF) at 110 degrees C in the presence of 10 mol% of 3-(2-aminoethylamino) propyl-functionalized MCM-41-immobilized copper complex [MCM-41-2N-CuCl] using potassium carbonate (K2CO3) as base, yielding a variety of 2-aminobenzothiazoles in good to excellent yields. This heterogeneous copper catalyst influences the selectivity of the reaction and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity.
引用
收藏
页码:3092 / 3098
页数:7
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