Visible-Light-Induced Intramolecular Radical Cyclization for the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones

作者：Kaixia Sui, Yuting Leng, Panpan Wang, Ning Ma, Shiliang Jiang, Yangjie Wu · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c04292 · 被引用次数：8 · 研究领域：Radical Photochemical Reactions、Oxidative Organic Chemistry Reactions、Sulfur-Based Synthesis Techniques

A visible-light-induced radical cyclization of α-brominated amides has been developed to construct benzimidazole[2,1- a ]isoquinolin-6(5 H )-ones and pyrrolidonesin in yields up to 97%. The methodology exhibits a certain functional-group compatibility with 43 examples and operational simplicity, offering a rapid and concise approach to obtain five- and six-membered rings under the irradiation of 18 W blue LED. Additionally, large-scale reaction of this method for synthesizing benzimidazo-isoquinolineones and the further transformations to useful pyrrolidones were also conducted and afforded positive results.