Microwave-assisted Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions of aryl chlorides and bromides in water using stable benzothiazole-based palladium(II) precatalysts

被引：116

作者：

Dawood, Kamal M. ^{[1
]}

机构：

[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt

来源：

TETRAHEDRON | 2007年 / 63卷 / 39期

关键词：

D O I：

10.1016/j.tet.2007.07.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The catalytic activity of benzothiazole-based Pd(II)-complexes was evaluated in Suzuki-Miyaura and Heck-Mizoroki C-C cross-coupling reactions of aryl chlorides and bromides with olefins and arylboronic acids both under thermal as well as microwave irradiation conditions in water. The factors affecting the optimization of such reactions as well as the reusability of the Pd-precatalysts are studied. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：9642 / 9651

页数：10

共 120 条

[101]

Schnyder A, 2002, ADV SYNTH CATAL, V344, P495, DOI 10.1002/1615-4169(200207)344:5<495::AID-ADSC495>3.0.CO

[102]

2-6

[103] New palladium carbene catalysts for the Heck reaction of aryl chlorides in ionic liquids [J].

Selvakumar, K ;

Zapf, A ;

Beller, M .

ORGANIC LETTERS, 2002, 4 (18) :3031-3033

[104] Sterically demanding, water-soluble alkylphosphines as ligands for high activity Suzuki coupling of aryl bromides in aqueous solvents [J].

Shaughnessy, KH ;

Booth, RS .

ORGANIC LETTERS, 2001, 3 (17) :2757-2759

[105] Transition metals in organic synthesis:: highlights for the year 2000 [J].

Söderberg, BCG .

COORDINATION CHEMISTRY REVIEWS, 2003, 241 (1-2) :147-247

[106] Microwave-assisted Suzuki-Miyaura reactions with an insoluble pyridine-aldoxime Pd-catalyst [J].

Solodenko, W ;

Schön, U ;

Messinger, J ;

Glinschert, A ;

Kirschning, A .

SYNLETT, 2004, (10) :1699-1702

[107] 2-Pyridinealdoxime, a new ligand for a Pd-precatalyst: Application in solid-phase-assisted Suzuki-Miyaura reaction [J].

Solodenko, Wladimir ;

Brochwitz, Christoph ;

Wartchow, Rudolf ;

Hashem, Md. Abul ;

Dawood, Kamal M. ;

Vaultier, Michel ;

Kirschning, Andreas .

MOLECULAR DIVERSITY, 2005, 9 (04) :333-339

[108] HIGHLY EFFICIENT AND ACCELERATED SUZUKI ARYL COUPLINGS MEDIATED BY PHOSPHINE-FREE PALLADIUM SOURCES [J].

WALLOW, TI ;

NOVAK, BM .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) :5034-5037

[109] Highly active PdII cyclometallated imine catalyst for the Suzuki reaction [J].

Weissman, H ;

Milstein, D .

CHEMICAL COMMUNICATIONS, 1999, (18) :1901-1902

[110] Advances in the Heck chemistry of aryl bromides and chlorides [J].

Whitcombe, NJ ;

Hii, KK ;

Gibson, SE .

TETRAHEDRON, 2001, 57 (35) :7449-7476

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