Pd2(dba)3/Xantphos-catalyzed cross-coupling of thiols and aryl bromides/triflates

被引：184

作者：

Mispelaere-Canivet, C

Spindler, JF

Perrio, S

Beslin, P

机构：

[1] Univ Caen, ENSICAen, Lab Chim Mol & Thioorgan, CNRS UMR 6507, F-14050 Caen, France

[2] Ctr Rech Lyon, RHODIA, POP ISV, F-69192 St Fons, France

来源：

TETRAHEDRON | 2005年 / 61卷 / 22期

关键词：

palladium catalysis; thiol cross-coupling;

D O I：

10.1016/j.tet.2005.03.078

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cross-coupling of aliphatic and aromatic thiols and aryl bromides/triflates mediated by a Pd-2(dba)(3)/Xantphos catalytic system in refluxing xylene (140 degrees C) affords the corresponding aryl thioethers in good to excellent yields. (c) 2005 Elsevier Ltd. All rights reserved.

引用

收藏

页码：5253 / 5259

页数：7

相关论文

共 80 条

[1] Convenient synthesis of aromatic thiols from phenols [J].

Arnould, JC ;

Didelot, M ;

Cadilhac, C ;

Pasquet, MJ .

TETRAHEDRON LETTERS, 1996, 37 (26) :4523-4524

[2]

Baranano D, 1997, CURR ORG CHEM, V1, P287

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

Bates, CG ;

Saejueng, P ;

Doherty, MQ ;

Venkataraman, D .

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

[4] 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

[5] A straightforward preparation of a polystyrene thiol resin [J].

Becht, JM ;

Wagner, A ;

Mioskowski, C .

TETRAHEDRON LETTERS, 2004, 45 (38) :7031-7033

[6] Facile introduction of SH group on aromatic substrates via electrophilic substitution reactions [J].

Becht, JM ;

Wagner, A ;

Mioskowski, C .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (14) :5758-5761

[7]

BESLIN P, 1999, Patent No. 9932440

[8] STUDY OF SRN1 REACTIONS .10. ACTION OF SULFANIONS ON FUNCTIONALIZED ARYL HALIDES - DIRECT SYNTHESIS OF BENZOTHIOPHENES AND THIENOPYRIDINES [J].

BEUGELMANS, R ;

BOISCHOUSSY, M ;

BOUDET, B .

TETRAHEDRON, 1983, 39 (24) :4153-4161

[9] Unsymmetrical diaryl sulfones and aryl vinyl sulfones through palladium-catalyzed coupling of aryl and vinyl halides or triflates with sulfinic acid salts [J].

Cacchi, S ;

Fabrizi, G ;

Goggiamani, A ;

Parisi, LM ;

Bernini, R .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17) :5608-5614

[10] A NEW, PALLADIUM-CATALYZED SYNTHESIS OF AROMATIC MERCAPTURIC ACID-DERIVATIVES [J].

CIATTINI, PG ;

MORERA, E ;

ORTAR, G .

TETRAHEDRON LETTERS, 1995, 36 (23) :4133-4136

← 1 2 3 4 5 6 7 8 →