Synthesis 2010(20): 3395-3409  
DOI: 10.1055/s-0030-1258225
REVIEW
© Georg Thieme Verlag Stuttgart ˙ New York

Transition-Metal-Catalyzed Regioselective Arylation and Vinylation of Carboxylic Acids

Tetsuya Satoh*, Masahiro Miura*
Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
Fax: +81(6)68797362; e-Mail: satoh@chem.eng.osaka-u.ac.jp; e-Mail: miura@chem.eng.osaka-u.ac.jp;
Further Information

Publication History

Received 17 May 2010
Publication Date:
25 August 2010 (online)

Abstract

Arene and heteroarene carboxylic acids undergo regioselective arylation and vinylation reactions at the positions ortho (cine) and ipso to their carboxyl function under transition-metal catalysis; these reactions are accompanied by carbon-hydrogen and carbon-carbon bond cleavages, respectively. Recent progress in this area is summarized in this article.

1 Introduction

2 ortho- (cine-) Arylation

3 ortho- (cine-) Vinylation

4 ipso-Arylation

5 ipso-Vinylation

6 Conclusions