Synlett 2006(14): 2159-2175  
DOI: 10.1055/s-2006-950405
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Synthetic Use of Molecular Iodine for Organic Synthesis

Hideo Togo*, Shinpei Iida
Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522 Japan
e-Mail: togo@faculty.chiba-u.jp;
Further Information

Publication History

Received 13 February 2006
Publication Date:
24 August 2006 (online)

Abstract

The synthetic use of molecular iodine is described. Iodine is a universal oxidizing agent, especially for the oxidation of alcohols and aldehydes to esters, nitriles and amides. Further applications are the introduction of protecting groups, deprotection, iodocyclization, C-C bond formation, and formation of heterocycles.

  • 1 Introduction

  • 2 Oxidation of Alcohols and Aldehydes to Esters, Nitriles, Amides

  • 3 Oxidation of Sulfides

  • 4 Oxidation to Aromatics

  • 5 Introduction of Protecting Groups

  • 6 Deprotection

  • 7 Iodocyclization

  • 8 C-C Bond Formation

  • 9 Formation of Heterocycles

  • 10 Others