Recent advances in electrocatalytic generation of indole-derived radical cations and their applications in organic synthesis
作者机构:Key Laboratory of Organic Chemistry of Jiangxi ProvinceJiangxi Science&Technology Normal UniversityNanchang 330013China
出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))
年 卷 期:2024年第35卷第4期
页 面:106-123页
核心收录:
学科分类:07[理学] 070303[理学-有机化学] 0703[理学-化学]
基 金:the National Natural Science Foundation of China (No.22261019) the Jiangxi Provincial Natural Science Foundation (No.20224BAB213004) the Education Department of Jiangxi Province(Nos.GJJ211134 and GJJ211137) the PhD start-up fund of Jiangxi Science&Technology Normal University (No.2021BSQD32) for financial support。
主 题:Electrocatalysis Indole radical cation C-H functionalizatin Dearomative 2 3-difunctionalization
摘 要:Indole-derived radical cations, open-shell reactive species, display distinctive dual reactivity due to the carbon-centered radical and more electrophilic carbocation, which frequently appear in a variety of single electron oxidation reactions for synthesizing structurally diverse functionalized indoles and indolines. Electrocatalysis is considered as a synthetically attractive and environmentally friendly alternative for driving the single electron oxidation of indoles. Remarkable achievements in electrocatalytic indolederived radical cation-mediated indole functionalization have been realized so far. This review comprehensively summarizes the recent progresses in the applications of electrocatalytic indole radical cations,including C(sp~2)–H functionalization, dearomative 2,3-difunctionalization, and ring-opening reaction, emphasizing the vital single electron oxidation steps of indoles, the substrates scope and limitations, and the reaction mechanisms.