A general palladium-catalysed synthesis of aromatic and heteroaromatic thioethers

被引:189
作者
Schopfer, U [1 ]
Schlapbach, A [1 ]
机构
[1] Novartis Pharma AG, Preclin Res, CH-4002 Basel, Switzerland
关键词
diaryl thioethers; palladium; cross-coupling; homogeneous catalysis; heterocycles;
D O I
10.1016/S0040-4020(01)00157-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thioethers can be efficiently prepared via palladium-catalysed cross-coupling of arene- or heteroarene thiols with arene- or heteroarene iodides. A simple, cheap and robust catalytic system is described that couples a broad range of electron-deficient as well as electron-rich substrates in high yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3069 / 3073
页数:5
相关论文
共 31 条
[21]   Functionalized p-phenylene sulfides synthesis of new molecular wires [J].
Pinchart, A ;
Dallaire, C ;
Gingras, M .
TETRAHEDRON LETTERS, 1998, 39 (07) :543-546
[22]   Novel 3-(4-piperidinylthio)-1H-indoles as potent nonopioid orally active central analgesics [J].
Potin, D ;
Parnet, V ;
Teulon, JM ;
Camborde, F ;
Caussade, F ;
Meignen, J ;
Provost, D ;
Cloarec, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (08) :805-809
[23]   A highly active palladium catalyst system for the arylation of anilines [J].
Sadighi, JP ;
Harris, MC ;
Buchwald, SL .
TETRAHEDRON LETTERS, 1998, 39 (30) :5327-5330
[24]   Reduction of aryl thiocyanates with SmI2 and Pd-catalyzed coupling with aryl halides as a route to mixed aryl sulfides [J].
Still, IWJ ;
Toste, FD .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (22) :7677-7680
[26]   NOVEL GENERATION OF ARYLSULFENIUM ION INTERMEDIATES AND EFFICIENT AROMATIC ARYLTHIOLATION BY THE INTERMEDIATES [J].
TAKEUCHI, H ;
OYA, H ;
YANASE, T ;
ITOU, K ;
ADACHI, T ;
SUGIURA, H ;
HAYASHI, N .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (04) :827-833
[27]   Polysulfurated branched molecules containing functionalized m-phenylene sulfides [J].
Van Bierbeek, A ;
Gingras, M .
TETRAHEDRON LETTERS, 1998, 39 (35) :6283-6286
[28]   AG337, a novel lipophilic thymidylate synthase inhibitor: In vitro and in vivo preclinical studies [J].
Webber, S ;
Bartlett, CA ;
Boritzki, TJ ;
Hilliard, JA ;
Howland, EF ;
Johnston, AL ;
Kosa, M ;
Margosiak, SA ;
Morse, CA ;
Shetty, BV .
CANCER CHEMOTHERAPY AND PHARMACOLOGY, 1996, 37 (06) :509-517
[29]   Scope and limitations of the Pd/BINAP-catalyzed amination of aryl bromides [J].
Wolfe, JP ;
Buchwald, SL .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (04) :1144-1157
[30]   Palladium-catalyzed amination of aryl halides and sulfonates [J].
Yang, BH ;
Buchwald, SL .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) :125-146