Synthesis 2016; 48(18): 2969-2980
DOI: 10.1055/s-0035-1562439
short review
© Georg Thieme Verlag Stuttgart · New York

Recent Advances in Transition-Metal-Catalyzed Iodination of Arenes

Nikki L. Sloan
WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, UK   Email: Andrew.Sutherland@glasgow.ac.uk
,
Andrew Sutherland*
WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, UK   Email: Andrew.Sutherland@glasgow.ac.uk
› Author Affiliations
Further Information

Publication History

Received: 22 April 2016

Accepted: 12 May 2016

Publication Date:
20 June 2016 (online)


Abstract

Aryl and heteroaryl iodides are ubiquitous synthetic building blocks used in a wide range of transformations including coupling and radical reactions. These compounds are also found as components of many pharmaceutically active agents and used for medical imaging. Due to their importance, a range of transition-metal-catalyzed methods have recently been developed for their efficient preparation. This short review gives an overview of the progress made and highlights the benefits of transition-metal-catalyzed methods over more traditional approaches.

1 Introduction

2 Halogen-Exchange Reactions

3 Copper-Catalyzed Iodination Using Boronic Acids and Esters

4 Electrophilic Aromatic Substitution

4.1 Gold-Catalyzed Reactions

4.2 Indium-, Iron-, and Silver-Catalyzed Reactions

5 Iodination via C–H Activation

5.1 Palladium-Catalyzed Reactions

5.2 Rhodium-, Ruthenium-, and Cobalt-Catalyzed Reactions

5.3 Copper-Catalyzed Reactions

6 Iododecarboxylation

7 Conclusions