Azidation with Hypervalent Iodine Reagents

Abstract In this short review, we describe applications of hypervalent iodine reagents for the azidation of organic compounds from seminal publications to the most recent reports. After reviewing selected examples of azidations based on the use of in situ formed unstable non-cyclic reagents, we focus in more detail on stable cyclic hypervalent iodine reagents. Important advances in the azidation of C–H bonds, alkenes, as well as other transformations are described. Rather than being comprehensive, we highlight selected key reports that, in our opinion, especially contributed to the advancement of research in the field. 1 Introduction 2 Non-Cyclic λ3-Iodanes 3 Heterocyclic λ3-Iodanes 3.1 Azidation of Aliphatic C–H Bonds 3.2 Azidation of Alkenes 3.3 Other Azidations 4 Conclusion and Outlook