Hypervalent iodine reagents are in high current demand due to their exceptional reactivity in oxidative transformations, as well as in diverse umpolung functionalization reactions. Cyclic hypervalent iodine compounds, known under the general name of benziodoxoles, possess improved thermal stability and synthetic versatility in comparison with their acyclic analogs. Aryl-, alkenyl-, and alkynylbenziodoxoles have recently received wide synthetic applications as efficient reagents for direct arylation, alkenylation, and alkynylation under mild reaction conditions, including transition metal-free conditions as well as photoredox and transition metal catalysis. Using these reagents, a plethora of valuable, hard-to-reach, and structurally diverse complex products can be synthesized by convenient procedures. The review covers the main aspects of the chemistry of benziodoxole-based aryl-, alkynyl-, and alkenyl- transfer reagents, including preparation and synthetic applications.
Bibliographical noteFunding Information:
This work was supported by the Russian Science Foundation (project No. 21-73-20031). V.V.Z. is thankful to the National Science Foundation (CHE-1759798) for support of his research program on hypervalent iodine chemistry at the University of Minnesota, Duluth.
© 2023 by the authors.
- hypervalent iodine
PubMed: MeSH publication types
- Journal Article