Chen Xiao-Wei, Chen Jia-Le, Zhang Ling-Hui, Zhang Huhu, Chen Xiaojun, Fan Xiaohui
School of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou 730070, China.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China.
Molecules. 2025 Jul 18;30(14):3019. doi: 10.3390/molecules30143019.
Diaryliodonium salts are an important part of hypervalent iodine chemistry, owing to their highly electrophilic character, non-toxicity, and air and moisture stability, have been identified as an important arylating agent. It has been widely applied in the synthesis of natural products, drugs, and bioactive molecules bearing active α-arylation carbonyl units. Within the domain of α-arylation of carbonyl compounds using diaryliodonium salts, there is a notable absence in the literature of a comprehensive compilation dedicated to exclusive arylation processes involving these compounds. In this review, we focus on the overview of the recent advancements in utilizing diaryliodonium salts for α-arylation reactions, encompassing both racemic and asymmetric approaches to various carbonyl compounds including ketones, esters, enolates, and amides. Furthermore, we discuss the unique advantages and inherent limitations of diaryliodonium salts as arylating agents, as well as the underexplored application potentials that warrant further investigation in this rapidly evolving field.
二芳基碘鎓盐是高价碘化学的重要组成部分，由于其具有高亲电性、无毒以及对空气和水分稳定的特性，已被确定为一种重要的芳基化试剂。它已广泛应用于天然产物、药物以及带有活性α-芳基化羰基单元的生物活性分子的合成中。在使用二芳基碘鎓盐进行羰基化合物的α-芳基化领域，文献中明显缺乏专门针对涉及这些化合物的独家芳基化过程的全面汇编。在本综述中，我们重点概述了利用二芳基碘鎓盐进行α-芳基化反应的最新进展，包括外消旋和不对称方法用于各种羰基化合物，如酮、酯、烯醇盐和酰胺。此外，我们讨论了二芳基碘鎓盐作为芳基化试剂的独特优势和固有局限性，以及在这个快速发展的领域中有待进一步研究的未充分探索的应用潜力。
