4.5 Article

Azidation with Hypervalent Iodine Reagents

Journal

SYNTHESIS-STUTTGART
Volume 55, Issue 11, Pages 1652-1661

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1966-4974

Keywords

azidation; hypervalent iodine reagents; metal catalysis; photocatalysis; nucleoazidation; cyclization

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In this short review, applications of hypervalent iodine reagents for the azidation of organic compounds were described, with a focus on stable cyclic reagents. Important advances in the azidation of C-H bonds, alkenes, and other transformations were highlighted through selected key reports.
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 gimel(3)-Iodanes 3 Heterocyclic gimel(3)-Iodanes 3.1 Azidation of Aliphatic C-H Bonds 3.2 Azidation of Alkenes 3.3 Other Azidations 4 Conclusion and Outlook

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