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Visible-Light-Induced Intramolecular Radical Cyclization for the Synthesis of Benzimidazo-isoquinolineones and Pyrrolidones
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-12 , DOI: 10.1021/acs.orglett.4c04292 Kaixia Sui, Yuting Leng, Panpan Wang, Ning Ma, Shiliang Jiang, Yangjie Wu
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-12 , DOI: 10.1021/acs.orglett.4c04292 Kaixia Sui, Yuting Leng, Panpan Wang, Ning Ma, Shiliang Jiang, Yangjie Wu
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A visible-light-induced radical cyclization of α-brominated amides has been developed to construct benzimidazole[2,1-a]isoquinolin-6(5H)-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.
中文翻译:
可见光诱导的分子内自由基环化合成苯并咪唑-异喹啉酮和吡咯烷酮
已经开发了一种可见光诱导的α溴化酰胺的自由基环化,以构建苯并咪唑[2,1-a]异喹啉-6(5H)-酮和吡咯烷酮,产率高达 97%。该方法与 43 个示例表现出一定的功能组兼容性和操作简单性,提供了一种在 18 W 蓝光 LED 照射下获得五元和六元环的快速简洁方法。此外,还进行了该方法合成苯并咪唑-异喹啉酮的大规模反应,并进一步转化为有用的吡咯烷酮,并获得了积极的结果。
更新日期:2024-12-12
中文翻译:

可见光诱导的分子内自由基环化合成苯并咪唑-异喹啉酮和吡咯烷酮
已经开发了一种可见光诱导的α溴化酰胺的自由基环化,以构建苯并咪唑[2,1-a]异喹啉-6(5H)-酮和吡咯烷酮,产率高达 97%。该方法与 43 个示例表现出一定的功能组兼容性和操作简单性,提供了一种在 18 W 蓝光 LED 照射下获得五元和六元环的快速简洁方法。此外,还进行了该方法合成苯并咪唑-异喹啉酮的大规模反应,并进一步转化为有用的吡咯烷酮,并获得了积极的结果。