Synthesis of Amino- and Hydroxybiphenyls by Radical Chain Reaction of Arenediazonium Salts

被引：108

作者：

Wetzel, Alexander ^{[1
]}

Ehrhardt, Varinia ^{[1
]}

Heinrich, Markits R. ^{[1
]}

机构：

[1] Tech Univ Munich, D-85747 Garching, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 47期

关键词：

aromatic substitution; biaryls; C-C coupling; radical reactions; titanium;

D O I：

10.1002/anie.200803785

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Radically shortened: In the propagation step of the title reaction, the cyclohexadienyl radical intermediate is oxidized by an arenediazonium ion to give the biaryl product (see scheme) while simultaneously a new aryl radical and nitrogen are formed. (Chemical Equation Presented). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：9130 / 9133

页数：4

共 49 条

[1] Assisted ruthenium-catalyzed C-H bond activation: Carboxylic acids as cocatalysts for generally applicable direct arylations in apolar solvents
Ackermann, Lutz
Vicente, Ruben
Althammer, Andreas
[J]. ORGANIC LETTERS, 2008, 10 (11) : 2299 - 2302
[2] Ackermann L, 2007, TOP ORGANOMETAL CHEM, V24, P35, DOI 10.1007/3418_2007_062
[3] Amatore M., 2008, ANGEW CHEM, V120, P2119
[4] Efficient cobalt-catalyzed formation of unsymmetrical biaryl compounds and its application in the synthesis of a sartan intermediate
Amatore, Muriel
Gosmini, Corinne
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (11) : 2089 - 2092
[5] [Anonymous], FREE RADICALS ORGANI
[6] [Anonymous], 2008, ANGEW CHEM, DOI DOI 10.1002/ANGE.200704495
[7] PHASE-TRANSFER-CATALYZED GOMBERG-BACHMANN SYNTHESIS OF UNSYMMETRICAL BIARENES - A SURVEY OF CATALYSTS AND SUBSTRATES
BEADLE, JR
KORZENIOWSKI, SH
ROSENBERG, DE
GARCIASLANGA, BJ
GOKEL, GW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (09) : 1594 - 1603
[8] Beckwith A. L. J., 2004, ANGEW CHEM, V116, P97
[9] The mechanism of Bu3SnH-mediated homolytic aromatic substitution
Beckwith, ALJ
Bowry, VW
Bowman, WR
Mann, E
Parr, J
Storey, JMD
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (01) : 95 - 98
[10] Beller M., 2004, Transition Metals for Organic Synthesis, DOI 10.1002/9783527619405

← 1 2 3 4 5 →