CuI-catalyzed coupling reactions of aryl iodides and bromides with thiols promoted by amino acid ligands

被引:168
作者
Deng, W [1 ]
Zou, Y [1 ]
Wang, YF [1 ]
Liu, L [1 ]
Guo, QX [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
关键词
copper iodide; aryl sulfide; cross-coupling; amino acid ligand;
D O I
10.1055/s-2004-825584
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel mild conditions for the CuI-catalyzed coupling reactions of aryl iodides and bromides with aliphatic and aromatic thiols using amino acids as the ligand are reported.
引用
收藏
页码:1254 / 1258
页数:5
相关论文
共 27 条
[1]   One-Pot two-step synthesis of aryl sulfur compounds by photoinduced reactions of thiourea anion with aryl halides [J].
Arguello, JE ;
Schmidt, LC ;
Peñéñory, AB .
ORGANIC LETTERS, 2003, 5 (22) :4133-4136
[2]   An efficient copper catalyst for the formation of sulfones from sulfinic acid salts and aryl iodides [J].
Baskin, JM ;
Wang, ZY .
ORGANIC LETTERS, 2002, 4 (25) :4423-4425
[3]   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
[4]   KINETICS AND MECHANISM OF COPPER(I)-INDUCED HOMOGENEOUS ULLMANN COUPLING OF ORTHO-BROMONITROBENZENE [J].
COHEN, T ;
CRISTEA, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (03) :748-753
[5]   Amino acid-mediated Goldberg reactions between amides and aryl iodides [J].
Deng, W ;
Wang, YF ;
Zou, W ;
Liu, L ;
Guo, QX .
TETRAHEDRON LETTERS, 2004, 45 (11) :2311-2315
[6]  
Deng W, 2004, CHINESE J ORG CHEM, V24, P150
[7]   Metal-catalyzed carbon-sulfur bond formation [J].
Kondo, T ;
Mitsudo, T .
CHEMICAL REVIEWS, 2000, 100 (08) :3205-3220
[8]   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
[9]   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
[10]   Modern synthetic methods for copper-mediated C(aryl)-O, C(aryl)-N, and C(aryl)-S bond formation [J].
Ley, SV ;
Thomas, AW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (44) :5400-5449