光诱导双活化环丙烷的1,4-二官能化合成3-乙基酰基胺-2-喹诺酮类化合物。

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-08 DOI:10.1021/acs.orglett.5c01360

Tingfeng Fu,Xing Ji,Sihui Lv,Run He,Lou Shi,Wei-Min Shi,Deqiang Liang

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引用次数: 0

摘要

介绍了光诱导双活化环丙烷1,4双官能化合成3-乙基氨基-2-喹诺酮类化合物的两种方法。这些方法都是在温和、无氧化剂和无过渡金属的条件下进行的，底物范围广，官能团耐受性好，可以很容易地合成到克级的3-乙基氨基-2-喹诺酮类药物。对反应机理的研究表明，该反应涉及到自由基链的传播以及ritter型和Combes/ conrad - limpachi型反应途径的结合。

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Light-Induced 1,4-Difunctionalization of Doubly Activated Cyclopropanes for the Synthesis of 3-Ethylacylamino-2-quinolones.

Two methods for the synthesis of 3-ethylacylamino-2-quinolones through the light-induced 1,4-difunctionalization of doubly activated cyclopropanes were described. These methods were conducted under mild, oxidant-free, and transition-metal-free conditions, with a broad scope of substrates and good functional group tolerance, leading to the synthesis of 3-ethylacylamino-2-quinolones that can be easily scaled up to the gram scale. Studies on the reaction mechanism indicate that the reaction involves the propagation of radical chains and the combination of Ritter-type and Combes/Conrad-Limpach-type reaction pathways.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.