The α-arylation of α-bromo- and α-chloroenones using palladium-catalysed cross-coupling

被引：23

作者：

Banks, JC ^{[1
]}

Van Mele, D ^{[1
]}

Frost, CG ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 17期

关键词：

D O I：

10.1016/j.tetlet.2006.02.134

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalysed cross-coupling reaction of various arylboronic acids with alpha-bromoenones and alpha-chloroenoties offers an operationally simple approach to the synthesis of both cyclic and acyclic alpha-arylenones. (c) 2006 Elsevier Ltd. All rights reserved.

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页码：2863 / 2866

页数：4

相关论文

共 17 条

[1] Palladium catalysts for the Suzuki cross-coupling reaction: An overview of recent advances [J].

Bellina, F ;

Carpita, A ;

Rossi, R .

SYNTHESIS-STUTTGART, 2004, (15) :2419-2440

[2] Oxidation of alpha,beta-enones and alkenes with oxone and sodium halides: A convenient laboratory preparation of chlorine and bromine [J].

Dieter, RK ;

Nice, LE ;

Velu, SE .

TETRAHEDRON LETTERS, 1996, 37 (14) :2377-2380

[3] Practical and efficient Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by recyclable Pd(0)/C [J].

Felpin, FX .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (21) :8575-8578

[4] Phosphine catalyzed α-arylation of enones and enals using hypervalent bismuth reagents:: Regiospecific enolate arylation via nucleophilic catalysis [J].

Koech, PK ;

Krische, MJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (17) :5350-5351

[5] Versatile catalysts for the Suzuki cross-coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions [J].

Littke, AF ;

Dai, CY ;

Fu, GC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (17) :4020-4028

[6]

Littke AF, 1998, ANGEW CHEM INT EDIT, V37, P3387, DOI 10.1002/(SICI)1521-3773(19981231)37:24<3387::AID-ANIE3387>3.0.CO

[7]

2-P

[8] A facile synthesis of 4-and 6-aryl-substituted steroids by the Suzuki-Miyaura cross-coupling reaction [J].

Lukashev, NV ;

Latyshev, GV ;

Donez, PA ;

Skryabin, GA ;

Beletskaya, IP .

SYNTHESIS-STUTTGART, 2005, (10) :1578-1580

[9] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].

MIYAURA, N ;

SUZUKI, A .

CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483

[10]

Miyaura N, 2002, TOP CURR CHEM, V219, P11