Zhang Cai, Wan Jie-Ping
Department of Safety Supervision and Management, Chongqing Vocational Institute of Safety Technology, 583 Anqing road, Wanzhou district, 404020, Chongqing, China.
College of Chemistry and Chemical Engineering, Jiangxi Normal University, 99 Ziyang Avenue, 330022, Nanchang, China.
Chemistry. 2024 Jan 22;30(5):e202302718. doi: 10.1002/chem.202302718. Epub 2023 Nov 27.
Diazomethyl-substituted iodine(III) compounds with electron-withdrawing groups (EWG) connected to diazo methyl center were a type of donor-acceptor diazo compounds with potential reaction abilities similar to ordinary diazo compounds. Although several diazomethyl-substituted iodine(III) compounds were synthesized and used in the nucleophilic substitution reactions as early as 1994, the synthesis and application of new iodine(III) diazo compounds have only been reported to a certain extent in recent years. In the presence of rhodium catalyst, photocatalyst, or nucleophiles, diazomethyl-substituted iodine(III) compounds can be converted into rhodium-carbenes, diazomethyl radicals, ester radicals or nucleophilic intermediates, which can be used as key intermediates for the formation of chemical bonds. The aim of this review is to give an overview of diazomethyl-substituted iodine(III) compounds in organic synthesis.
与吸电子基团（EWG）相连至重氮甲基中心的重氮甲基取代的碘（III）化合物是一类供体-受体重氮化合物，具有与普通重氮化合物相似的潜在反应能力。尽管早在1994年就合成了几种重氮甲基取代的碘（III）化合物并将其用于亲核取代反应，但新型碘（III）重氮化合物的合成与应用近年来才在一定程度上有所报道。在铑催化剂、光催化剂或亲核试剂存在下，重氮甲基取代的碘（III）化合物可转化为铑卡宾、重氮甲基自由基、酯基自由基或亲核中间体，这些可作为形成化学键的关键中间体。本综述的目的是概述重氮甲基取代的碘（III）化合物在有机合成中的应用。
