Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, 634050 Tomsk, Russia.
Faculty of Pharmaceutical Sciences, Aomori University, 2-3-1 Kobata, Aomori 030-0943, Japan.
Molecules. 2023 Feb 24;28(5):2136. doi: 10.3390/molecules28052136.
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.
由于其在氧化转化以及各种反转功能化反应中具有出色的反应性，高价碘试剂的需求量很大。与无环类似物相比，环状高价碘化合物，通常称为苯并碘杂环戊烯，具有改善的热稳定性和合成多功能性。芳基、烯基和炔基苯并碘杂环戊烯最近作为在温和反应条件下进行直接芳基化、烯基化和炔基化的有效试剂得到了广泛的合成应用，包括无过渡金属条件以及光氧化还原和过渡金属催化。使用这些试剂，可以通过方便的程序合成大量有价值的、难以获得的和结构多样的复杂产物。该综述涵盖了基于苯并碘杂环戊烯的芳基、炔基和烯基转移试剂的化学的主要方面，包括其制备和合成应用。
