A mild and efficient copper-catalyzed coupling of aryl iodides and thiols using an oxime-phosphine oxide ligand

被引:130
作者
Zhu, Di [1 ]
Xu, Lei [1 ]
Wu, Fan [1 ]
Wan, Boshun [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
关键词
D O I
10.1016/j.tetlet.2006.05.178
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A mild and efficient copper-catalyzed system for the coupling of aryl iodides and thiols was developed using a readily prepared and highly stable oxime-phosphine oxide ligand. Good to excellent yields were obtained. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5781 / 5784
页数:4
相关论文
共 31 条
[1]   Copper-catalyzed synthesis of vinyl sulfides [J].
Bates, CG ;
Saejueng, P ;
Doherty, MQ ;
Venkataraman, D .
ORGANIC LETTERS, 2004, 6 (26) :5005-5008
[2]   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
[3]   CuI-catalyzed coupling reactions of aryl iodides and bromides with thiols promoted by amino acid ligands [J].
Deng, W ;
Zou, Y ;
Wang, YF ;
Liu, L ;
Guo, QX .
SYNLETT, 2004, (07) :1254-1258
[4]  
Deng W, 2004, CHINESE J ORG CHEM, V24, P150
[5]   A general and long-lived catalyst for the palladium-catalyzed coupling of aryl halides with thiols [J].
Fernández-Rodríguez, MA ;
Shen, QL ;
Hartwig, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (07) :2180-2181
[6]   A general palladium-catalyzed coupling of aryl bromides/triflates and thiols [J].
Itoh, T ;
Mase, T .
ORGANIC LETTERS, 2004, 6 (24) :4587-4590
[7]   Metal-catalyzed carbon-sulfur bond formation [J].
Kondo, T ;
Mitsudo, T .
CHEMICAL REVIEWS, 2000, 100 (08) :3205-3220
[8]   PALLADIUM-CATALYZED REACTION OF STANNYL SULFIDE WITH ARYL BROMIDE - PREPARATION OF ARYL SULFIDE [J].
KOSUGI, M ;
OGATA, T ;
TERADA, M ;
SANO, H ;
MIGITA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1985, 58 (12) :3657-3658
[9]   Renaissance of Ullmann and Goldberg reactions - Progress in copper catalyzed C-N-, C-O- and C-S-coupling [J].
Kunz, K ;
Scholz, U ;
Ganzer, D .
SYNLETT, 2003, (15) :2428-2439
[10]   A general, efficient, and inexpensive catalyst system for the coupling of aryl iodides and thiols [J].
Kwong, FY ;
Buchwald, SL .
ORGANIC LETTERS, 2002, 4 (20) :3517-3520