A general, efficient, and inexpensive catalyst system for the coupling of aryl iodides and thiols

被引:529
作者
Kwong, FY [1 ]
Buchwald, SL [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
D O I
10.1021/ol0266673
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] An efficient copper-catalyzed carbon-sulfur bond formation reaction was developed. This method is particularly noteworthy given its experimental simplicity, high generality, and exceptional level of functional group toleration and the low cost of the catalyst system.
引用
收藏
页码:3517 / 3520
页数:4
相关论文
共 58 条
[1]   Copper-catalyzed coupling of arylboronic acids and amines [J].
Antilla, JC ;
Buchwald, SL .
ORGANIC LETTERS, 2001, 3 (13) :2077-2079
[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]   A NEW SYNTHESIS OF FPL-64176 AND ANALOGS - THE DISCOVERY OF BENZOYLPYRROLE CALCIUM-CHANNEL ACTIVATORS WITH LOW NANOMOLAR POTENCY [J].
BAXTER, AJG ;
TEAGUE, SJ .
TETRAHEDRON, 1993, 49 (40) :9089-9094
[4]   Synthesis and structure-activity relationships of retinoid X receptor selective diaryl sulfide analogs of retinoic acid [J].
Beard, RL ;
Colon, DF ;
Song, TK ;
Davies, PJA ;
Kochhar, DM ;
Chandraratna, RAS .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (18) :3556-3563
[5]   Trypanothione reductase inhibition/trypanocidal activity relationships in a 1,4-bis(3-aminopropyl)piperazine series [J].
Bonnet, B ;
Soullez, D ;
Girault, S ;
Maes, L ;
Landry, V ;
Davioud-Charvet, E ;
Sergheraert, C .
BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (01) :95-103
[6]   Ullmann diaryl ether synthesis: Rate acceleration by 2,2,6,6-tetramethylheptane-3,5-dione [J].
Buck, E ;
Song, ZJ ;
Tschaen, D ;
Dormer, PG ;
Volante, RP ;
Reider, PJ .
ORGANIC LETTERS, 2002, 4 (09) :1623-1626
[7]   A NEW, PALLADIUM-CATALYZED SYNTHESIS OF AROMATIC MERCAPTURIC ACID-DERIVATIVES [J].
CIATTINI, PG ;
MORERA, E ;
ORTAR, G .
TETRAHEDRON LETTERS, 1995, 36 (23) :4133-4136
[8]  
DHARESHWAR GP, 1980, INDIAN J CHEM B, V19, P831
[9]   Using intelligent/random library screening to design focused libraries for the optimization of homogeneous catalysts: Ullmann ether formation [J].
Fagan, PJ ;
Hauptman, E ;
Shapiro, R ;
Casalnuovo, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (21) :5043-5051
[10]   Ligand-accelerated catalysis of the Ullmann condensation: Application to hole conducting triarylamines [J].
Goodbrand, HB ;
Hu, NX .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) :670-674