Efficient CuO-nanoparticle-catalyzed C-S cross-coupling of thiols with iodobenzene

被引：341

作者：

Rout, Laxmidhar

Sen, Tamal K.

Punniyamurthy, Tharmalingam ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Gauhati 781039, India

[2] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 29期

关键词：

aryl halides; C-S coupling; nanoparticles; synthetic methods; thiols;

D O I：

10.1002/anie.200701282

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cheap but good: Readily available CuO nanoparticles are not only less expensive than other catalysts used for the C-S cross-coupling of thiols with aryl halides, but they are also effective at a moderate temperature and low concentration. The title reaction proceeds with a variety of alkyl and aryl thiols to give the corresponding sulfides in high yields (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

收藏

页码：5583 / 5586

页数：4

相关论文

共 67 条

[1]

Anderson K. K., 1979, COMPREHENSIVE ORGANI, V3, P345

[2] Synthesis of thiols, selenols, sulfides, selenides, sulfoxides, selenoxides, sulfones and selenones [J].

Baird, CP ;

Rayner, CM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (12) :1973-2003

[3] Effect of substitution of [Pd(PPh3)4] by related compounds as catalysts in reactions of organic syntheses [J].

Barbieri, Roberto S. ;

Bellato, C. R. ;

Dias, A. K. C. ;

Massabni, A. C. .

CATALYSIS LETTERS, 2006, 109 (3-4) :171-174

[4] Copper-catalyzed synthesis of vinyl sulfides [J].

Bates, CG ;

Saejueng, P ;

Doherty, MQ ;

Venkataraman, D .

ORGANIC LETTERS, 2004, 6 (26) :5005-5008

[5] A general method for the formation of aryl-sulfur bonds using copper(I) catalysts [J].

Bates, CG ;

Gujadhur, RK ;

Venkataraman, D .

ORGANIC LETTERS, 2002, 4 (16) :2803-2806

[6] Copper in cross-coupling reactions - The post-Ullmann chemistry [J].

Beletskaya, IP ;

Cheprakov, AV .

COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364

[7] Industrial R&D on catalytic C-C and C-N coupling reactions: A personal account on goals, approaches and results [J].

Blaser, HU ;

Indolese, A ;

Naud, F ;

Nettekoven, U ;

Schnyder, A .

ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) :1583-1598

[8] 1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols [J].

Chen, Yao-Jung ;

Chen, Hsin-Hung .

ORGANIC LETTERS, 2006, 8 (24) :5609-5612

[9] Selected patented cross-coupling reaction technologies [J].

Corbet, Jean-Pierre ;

Mignani, Gerard .

CHEMICAL REVIEWS, 2006, 106 (07) :2651-2710

[10]

CRISTAU HJ, 1981, SYNTHESIS-STUTTGART, P892

← 1 2 3 4 5 6 7 →