Synthesis 2013; 45(8): 979-999
DOI: 10.1055/s-0032-1318330
review
© Georg Thieme Verlag Stuttgart · New York

Iodine in Modern Oxidation Catalysis

Peter Finkbeiner
Institut für Organische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany   Fax: +49(7071)295897   Email: boris.nachtsheim@uni-tuebingen.de
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Boris J. Nachtsheim*
Institut für Organische Chemie, Eberhard Karls Universität Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany   Fax: +49(7071)295897   Email: boris.nachtsheim@uni-tuebingen.de
› Author Affiliations
Further Information

Publication History

Received: 21 January 2013

Accepted after revision: 07 February 2013

Publication Date:
21 March 2013 (online)


Abstract

This review discusses the origins of iodine-mediated oxidation catalysis and gives a comprehensive overview on this young field of research. The focus is set on oxidative C–X bond-forming reactions starting from two unfunctionalized C–H and X–H bonds. In addition, iodine-mediated oxidative domino reactions will be discussed.

1 Introduction

2 Why Iodine?

3 C–N Bond Formations

3.1 Aziridinations

3.2 Oxidative Aminations of Heteroarenes

3.3 Oxidative Aminations of sp3 C–H Bonds

3.4 Oxidative Amidations and Esterifications

4 C–O and C–S Bond Formations

5 C–C Bond Formations

6 Simple Oxidations of Functional Groups

7 Oxidative Domino Reactions

8 Conclusion