构建喹啉-2-酮和四氢咔唑酮的无金属光环化/氧化级联反应

IF 4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-10-08 Epub Date: 2024-07-19 DOI:10.1002/adsc.202400525
Yanke Hao , He Huang
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引用次数: 0

摘要

我们报告了一种 N-芳基丙烯酰胺的一锅式光环化/氧化级联反应,从而得到喹啉-2-酮。硫杂蒽酮被用作一种双功能能量转移剂,既可介导光环化,又可生成单线态氧,后者可促进二氢喹啉-2-酮中间体的脱氢反应。这种级联策略还支持从苯基氨基环己烯酮合成四氢咔唑酮的 5-endo-trig 环化反应。
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Metal‐Free Photocyclization/Oxidation Cascade Constructing Quinoline‐2‐ones and Tetrahydrocarbazolones
We reported a one‐pot photocyclization/ oxidation cascade of N‐aryl acrylamides to afford quinoline‐2‐ones. Thioxanthone was used as a bifunctional energy transfer agent to mediate both photocyclization and generation of singlet oxygen, the latter facilitates the dehydrogenation of dihydroquinoline‐2‐one intermediate. This cascade strategy also supports the 5‐endo‐trig cyclization to synthesize tetrahydrocarbazolones from phenylamino cyclohexenones.
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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