Synthesis 2008(10): 1487-1513  
DOI: 10.1055/s-2008-1067037
REVIEW
© Georg Thieme Verlag Stuttgart · New York

Electrophilic Iodination of Organic Compounds Using Elemental Iodine or Iodides

Stojan Stavber*a, Marjan Jerebb, Marko Zupana,b
a Laboratory for Organic and Bioorganic Chemistry, ‘Jozef Stefan’ Institute, Jamova 39, 1000 Ljubljana, Slovenia
Fax: +386(1)4235400; e-Mail: stojan.stavber@ijs.si;
b Faculty of Chemistry and Chemical Technology, University of Ljubljana, Aškerčeva 5, 1000 Ljubljana, Slovenia
e-Mail: marjan.jereb@fkkt.uni-lj.si; e-Mail: marko.zupan@fkkt.uni-lj.si;
Further Information

Publication History

Received 20 December 2007
Publication Date:
29 April 2008 (online)

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Abstract

Synthetic methods for electrophilic iodination of organic compounds using elemental iodine or various iodides are compiled in this review, and literature data for the last 10-15 years is organised according to the type of organic compound.

1 Introduction

2 Iodination of Aromatic Hydrocarbons

2.1 Unsubstituted Aromatic Hydrocarbons

2.2 Phenols and Aromatic Ethers

2.3 Aromatic Amines

2.4 Alkyl-Substituted Aromatic Hydrocarbons

2.5 Deactivated Aromatic Hydrocarbons

3 Iodination of Alkenes and Alkynes

4 Iodination of Aliphatic Hydrocarbons

5 Iodination of Organic Compounds Bearing an Enolisable Carbonyl Group

6 Iodination of Heteroatom-Containing Organic Compounds

6.1 Organoboron and Organometallic Compounds

6.2 Heterocyclic Compounds

7 Conclusions and Perspectives