铜催化的多氟芳烃与宝石二硼烷的去氟化C(sp3) -C （sp2）交叉偶联

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-12 DOI:10.1021/acs.orglett.5c0145410.1021/acs.orglett.5c01454

Xin-Li Zhang, Bing-Xia Yan and Zhi-Shi Ye*,

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引用次数: 0

摘要

通过配体/碱基控制的协同策略，开发了宝石二硼烷与多氟芳烃的分散铜催化C(sp3) -C （sp2）交叉偶联反应。各种含氟芳香族化合物以中等至优异的收率得到。生物活性分子的后期修饰、克级反应和多用途下游衍生化证明了该方案的应用价值。初步的机制研究提示这种转化是SNAr机制而不是自由基途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Copper-Catalyzed Defluorinative C(sp3)–C(sp2) Cross-Coupling of Polyfluoroarenes with gem-Diborylalkanes

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Copper-Catalyzed Defluorinative C(sp3)–C(sp2) Cross-Coupling of Polyfluoroarenes with gem-Diborylalkanes

A divergent copper-catalyzed defluorinative C(sp³)–C(sp²) cross-coupling of gem-diborylalkanes with polyfluoroarenes has been developed through a synergistic ligand/base-controlled strategy. Various fluorinated aromatic compounds were obtained in moderate to excellent yields. Late-stage modification of bioactive molecules, gram-scale reaction, and versatile downstream derivatization demonstrated the application value of this protocol. Preliminary mechanistic studies hinted that this transformation is a S_NAr mechanism rather than a radical pathway.

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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.