Ligand-free Stille cross-coupling reaction using Pd/CaCO3 as catalyst reservoir

被引：36

作者：

Coelho, Aline V. ^{[1
]}

de Souza, Andrea Luzia F. ^{[1
]}

de Lima, Paulo G. ^{[1
]}

Wardell, James L. ^{[1
]}

Antunes, O. A. C. ^{[1
]}

机构：

[1] Univ Fed Rio de Janeiro, Inst Quim, BR-21941909 Rio De Janeiro, Brazil

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 43期

关键词：

D O I：

10.1016/j.tetlet.2007.08.091

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stille reactions between halobenzenes and other substituted (hetero)arenes and tributylphenyltin were carried out in ethanol-water solution using Pd/CaCO3 as catalyst in a ligand-free system. The catalyst could be recycled three times without any loss of activity. The ethanol-water solution, after removal of the catalyst and extraction of the product, was found to have catalytic activity, thus showing the presence of soluble Pd(0)/Pd(II) species that can be regarded as the true catalysts. (C) 2007 Published by Elsevier Ltd.

引用

页码：7671 / 7674

页数：4

共 42 条

[31] Miyaura-Suzuki cross coupling reactions:: the role of Pd/CaCO3 as catalyst reservoir [J].

Oliveira, Bianca L. ;

Antunes, Octavio A. C. .

LETTERS IN ORGANIC CHEMISTRY, 2007, 4 (01) :13-15

[32] A convenient method for the synthesis of N-hydroxyureas [J].

Parrish, DA ;

Zou, Z ;

Allen, CL ;

Day, CS ;

King, SB .

TETRAHEDRON LETTERS, 2005, 46 (51) :8841-8843

[33] Palladium catalyzed Heck reaction of arenediazonium tetrafluoroborate salts with Baylis-Hillman adducts:: production of α-benzyl-β-keto esters [J].

Perez, R ;

Veronese, D ;

Coelho, F ;

Antunes, OAC .

TETRAHEDRON LETTERS, 2006, 47 (08) :1325-1328

[34] Copper-free heterogeneous catalysts for the Sonogashira cross-coupling reaction: Preparation, characterisation, activity and applications for organic synthesis [J].

Rollet, P ;

Kleist, W ;

Dufaud, V ;

Djakovitch, L .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 241 (1-2) :39-51

[35] Phosphine-free Suzuki cross-coupling reactions under ultrasound [J].

Silva, Aires da Conceicao ;

de Souza, Andria Luzia F. ;

Antunes, O. A. C. .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2007, 692 (14) :3104-3108

[36] Heck reaction in aqueous medium using Amberlite 3IRA-400 (basic) [J].

Solabannavar, SB ;

Desai, UV ;

Mane, RB .

GREEN CHEMISTRY, 2002, 4 (04) :347-348

[37] PALLADIUM CATALYZED COUPLING OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES [J].

STILLE, JK .

PURE AND APPLIED CHEMISTRY, 1985, 57 (12) :1771-1780

[38] THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES [J].

STILLE, JK .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (06) :508-523

[39] Mizoroki-Heck coupling using immobilized molecular precatalysts: Leaching active species from Pd pincers, entrapped Pd salts, and PdNHC complexes [J].

Weck, Marcus ;

Jones, Christopher W. .

INORGANIC CHEMISTRY, 2007, 46 (06) :1865-1875

[40] Efficient stille cross-coupling reaction using aryl chlorides or bromides in water [J].

Wolf, C ;

Lerebours, R .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (19) :7551-7554

← 1 2 3 4 5 →