Rapid, easy copper-free Sonogashira couplings using aryl iodides and activated aryl bromides

被引：116

作者：

Leadbeater, NE ^{[1
]}

Tominack, BJ ^{[1
]}

机构：

[1] Kings Coll London, Dept Chem, London WC2R 2LS, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 48期

关键词：

Sonogashira; palladium; aryl iodides; aryl bromides; copper-free;

D O I：

10.1016/j.tetlet.2003.09.159

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We present here an easy, rapid copper-free methodology for the Sonogashira coupling reaction. It works well for a range of aryl iodides and activated aryl bromides. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：8653 / 8656

页数：4

共 25 条

[1] AN EFFICIENT PALLADIUM-CATALYZED REACTION OF VINYL AND ARYL HALIDES OR TRIFLATES WITH TERMINAL ALKYNES [J].

ALAMI, M ;

FERRI, F ;

LINSTRUMELLE, G .

TETRAHEDRON LETTERS, 1993, 34 (40) :6403-6406

[2] A copper- and amine-free Sonogashira-type coupling procedure catalyzed by oxime palladacycles [J].

Alonso, DA ;

Nájera, C ;

Pacheco, MC .

TETRAHEDRON LETTERS, 2002, 43 (51) :9365-9368

[3]

Böhm VPW, 2000, EUR J ORG CHEM, V2000, P3679, DOI 10.1002/1099-0690(200011)2000:22<3679::AID-EJOC3679>3.0.CO

[4]

2-X

[5] Sonogashira coupling reaction with diminished homocoupling [J].

Elangovan, A ;

Wang, YH ;

Ho, TI .

ORGANIC LETTERS, 2003, 5 (11) :1841-1844

[6] A copper-free Sonogashira coupling reaction in ionic liquids and its application to a microflow system for efficient catalyst recycling [J].

Fukuyama, T ;

Shinmen, M ;

Nishitani, S ;

Sato, M ;

Ryu, I .

ORGANIC LETTERS, 2002, 4 (10) :1691-1694

[7] Sonogashira coupling reactions of highly oxygenated vinyl halides: The first synthesis of harveynone and epi-harveynone [J].

Graham, AE ;

McKerrecher, D ;

Davies, DH ;

Taylor, RJK .

TETRAHEDRON LETTERS, 1996, 37 (41) :7445-7448

[8]

Heidenreich RG, 2002, SYNLETT, P1118

[9] Sonogashira coupling of 2-ioda-2-cycloalkenones: Synthesis of (+)- and (-)-harveynone and (-)-tricholomenyn A [J].

Miller, MW ;

Johnson, CR .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (06) :1582-1583

[10] An efficient palladium-catalysed coupling of terminal alkynes with aryl halides under Jeffery's conditions [J].

Nguefack, JF ;

Bolitt, V ;

Sinou, D .

TETRAHEDRON LETTERS, 1996, 37 (31) :5527-5530

← 1 2 3 →