Efficient coupling of heteroaryl bromides with arylboronic acids in the presence of a palladium-tetraphosphine catalyst

被引：56

作者：

Feuerstein, M ^{[1
]}

Doucet, H ^{[1
]}

Santelli, M ^{[1
]}

机构：

[1] Fac Sci & Tech St Jerome, CNRS, Synth Organ Lab, F-13397 Marseille 20, France

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 33期

关键词：

tetraphosphine; palladium; Suzuki-coupling; boronic acid; heteroaryl bromide;

D O I：

10.1016/S0040-4039(01)01049-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane,[PdCl(C3H5)](2) system catalyses the Suzuki cross-coupling of heteroaryl bromides with arylboronic acids with a very high substrate, catalyst ratio in good yields. Substrates such as pyridines, quinolines. thiophenes, an indole. a pyrimidine or a furane have been used successfully. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5659 / 5662

页数：4

共 22 条

[1] Orthopalladated triaryl phosphite complexes as highly active catalysts in biaryl coupling reactions [J].

Albisson, DA ;

Bedford, RB ;

Lawrence, SE ;

Scully, PN .

CHEMICAL COMMUNICATIONS, 1998, (19) :2095-2096

[2] Palladacyclic phosphinite complexes as extremely high activity catalysts in the Suzuki reaction [J].

Bedford, RB ;

Welch, SL .

CHEMICAL COMMUNICATIONS, 2001, (01) :129-130

[3] PALLADACYCLES AS EFFICIENT CATALYSTS FOR ARYL COUPLING REACTIONS [J].

BELLER, M ;

FISCHER, H ;

HERRMANN, WA ;

OFELE, K ;

BROSSMER, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (17) :1848-1849

[4] Synthesis of 6-aryl-2,4-diamino-pyrimidines and triazines using palladium catalysed Suzuki cross-coupling reactions [J].

Cooke, G ;

de Cremiers, HA ;

Rotello, VM ;

Tarbit, B ;

Vanderstraeten, PE .

TETRAHEDRON, 2001, 57 (14) :2787-2789

[5] Palladium-tetraphosphine catalysed allylic substitution in water [J].

Feuerstein, M ;

Laurenti, D ;

Doucet, H ;

Santelli, M .

TETRAHEDRON LETTERS, 2001, 42 (12) :2313-2315

[6] Palladium-tetraphosphine catalysed cross coupling of aryl bromides with arylboronic acids: remarkable influence of the nature of the ligand [J].

Feuerstein, M ;

Laurenti, D ;

Bougeant, C ;

Doucet, H ;

Santelli, M .

CHEMICAL COMMUNICATIONS, 2001, (04) :325-326

[7] Dramatic acceleration of the catalytic process of the amination of allyl acetates in the presence of a tetraphosphine/palladium system [J].

Feuerstein, M ;

Laurenti, D ;

Doucet, H ;

Santelli, M .

CHEMICAL COMMUNICATIONS, 2001, (01) :43-44

[8] A new tetratertiary phosphine ligand and its use in Pd-catalyzed allylic substitution [J].

Laurenti, D ;

Feuerstein, L ;

Pèpe, G ;

Doucet, H ;

Santelli, M .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (05) :1633-1637

[9] Synthesis of polypodal diphenylphosphine ligands. A review [J].

Laurenti, D ;

Santelli, M .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1999, 31 (03) :245-294

[10]

Li J. J., 2000, PALLADIUM HETEROCYCL

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