Copper Oxide Nanoparticle-Catalyzed Chalcogenation of the Carbon-Hydrogen Bond in Thiazoles: Synthesis of 2-(Organochalcogen)thiazoles

被引：79
|
作者：
Rosario, Alisson R. [1 ]
Casola, Kamila K. [1 ]
Oliveira, Carla E. S. [1 ]
Zeni, Gilson [1 ]
机构：
[1] Univ Fed Santa Maria, CCNE, Lab Sintese Reatividade Avaliacao Farmacol & Toxi, BR-97105900 Santa Maria, RS, Brazil
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2013年 / 355卷 / 14-15期
关键词：
carbon-hydrogen bond activation; copper; cross-coupling; selenides; thiazoles; C-H BOND; CROSS-COUPLING REACTIONS; ONE-POT SYNTHESIS; SYMMETRICAL DISELENIDES; DIRECT THIOLATION; DITELLURIDES; DISULFIDES; ACTIVATION; SELENIDES; ARYLATION;
D O I：
10.1002/adsc.201300497
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
We present (homepage: www.ufsm.br) herein the application of copper nanoparticles/diorganyl dichalcogenides to promote the synthesis of 2-(organochalcogen)thiazoles via direct carbon-hydrogen bond activation in thiazoles. A systematic study of the catalytic system revealed that the presence and amount of base played an essential role in this reaction. The results revealed that electron-donating and electron-withdrawing substituents, in the aromatic ring bonded to the chalcogen atom of diorganyl dichalcogenides, required oneequiv. of base, while when neutral substituents were present twoequiv. of base were needed to deliver the products in similar yields.
引用
收藏
页码：2960 / 2966
页数：7
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