5-Iodo-1H-1,2,3-triazoles as Versatile Building Blocks

Abstract

Copper-catalyzed azide–alkyne cycloaddition is a useful tool for the synthesis of both 1,2,3-triazoles and 5-iodo-1H-1,2,3-triazoles starting from either terminal alkynes or iodoalkynes. 5-Iodotriazoles have been recognized as very useful building blocks for the synthesis of diverse 1,4,5-trisubstituted 1,2,3-triazoles. Synthetic application of 5-iodo-1,2,3-triazoles through the creation of a new C–C, C–heteroatom, or C–D(T) bond along with the application areas of both iodotriazoles and products of their modification including radiolabeled compounds are discussed.

1 Introduction

2 Synthetic Approaches to 5-Iodo-1H-1,2,3-triazoles

3 5-Iodotriazoles in C–C Bond Formation

3.1 Intermolecular C–C Cross-Coupling

3.2 Intramolecular Cross-Coupling: Direct Arylation and C–I/C–I Homocoupling­

3.3 Other Transformations

4 5-Iodotriazoles in Radiolabeling, Halogen Exchange, and Heterocoupling Reactions

5 Summary

Key words

CuAAC - 5-iodo-1,2,3-triazoles - iodoacetylenes - cross-coupling - hetero-coupling - halogen exchange - radiolabeling

• References

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