Redox-Controlled Selectivity of C-H Activation in the Oxidative Cross-Coupling of Arenes

被引：72

作者：

Cambeiro, Xacobe C. ^{[1
]}

Boorman, Tanya C. ^{[1
]}

Lu, Pengfei ^{[1
]}

Larrosa, Igor ^{[1
]}

机构：

[1] Queen Mary Univ London, Sch Biol & Chem Sci, London E1 4NS, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 06期

基金：

欧洲研究理事会; 英国工程与自然科学研究理事会;

关键词：

biaryls; C-H activation; cross-coupling; gold; oxidative coupling; CATALYZED ORTHO-ARYLATION; ORGANIC GOLD COMPOUNDS; BOND FORMATION; THIOPHENE DERIVATIVES; SODIUM PERSULFATE; PALLADIUM; REACTIVITY; ACIDS; FUNCTIONALIZATION; TRANSMETALATION;

D O I：

10.1002/anie.201209007

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Gold brings us together: Taking advantage of the orthogonal reactivities of AuI and AuIII towards C-H activation of electron-poor and electron-rich arenes, respectively, a novel approach for the synthesis of biaryls through double C-H activation is proposed. Stoichiometric studies demonstrate that these oxidative couplings occur with high selectivity at low temperature. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1781 / 1784

页数：4

共 60 条

[1]

[Anonymous], 2009, ANGEW CHEM-GER EDIT, DOI DOI 10.1002/ANGE.200902942

[2]

[Anonymous], 2008, ANGEW CHEM

[3]

[Anonymous], 2012, SYNTHESIS

[4]

[Anonymous], 2010, ANGEW CHEM

[5]

[Anonymous], ANGEW CHEM

[6] Intermolecular oxidative cross-coupling of arenes [J].

Ashenhurst, James A. .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (02) :540-548

[7] Gold-Catalyzed Direct Arylation [J].

Ball, Liam T. ;

Lloyd-Jones, Guy C. ;

Russell, Christopher A. .

SCIENCE, 2012, 337 (6102) :1644-1648

[8] Gold-mediated C-H bond functionalisation [J].

Boorman, Tanya C. ;

Larrosa, Igor .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (04) :1910-1925

[9] Direct Alkynylation of Thiophenes: Cooperative Activation of TIPS-EBX with Gold and Bronsted Acids [J].

Brand, Jonathan P. ;

Waser, Jerome .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (40) :7304-7307

[10] Twofold C-H functionalization:: Palladium-catalyzed ortho arylation of anilides [J].

Brasche, Gordon ;

Garcia-Fortanet, Jorge ;

Buchwald, Stephen L. .

ORGANIC LETTERS, 2008, 10 (11) :2207-2210

← 1 2 3 4 5 6 →