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Applications of Transition Metal-Catalyzed ortho-Fluorine-Directed C–H Functionalization of (Poly)fluoroarenes in Organic Synthesis
Chemical Reviews ( IF 62.1 ) Pub Date : 2024-04-02 , DOI: 10.1021/acs.chemrev.3c00793
Yudha P. Budiman 1 , Robin N. Perutz 2 , Patrick G. Steel 3 , Udo Radius 4 , Todd B. Marder 4, 5
Affiliation  

The synthesis of organic compounds efficiently via fewer steps but in higher yields is desirable as this reduces energy and reagent use, waste production, and thus environmental impact as well as cost. The reactivity of C–H bonds ortho to fluorine substituents in (poly)fluoroarenes with metal centers is enhanced relative to meta and para positions. Thus, direct C–H functionalization of (poly)fluoroarenes without prefunctionalization is becoming a significant area of research in organic chemistry. Novel and selective methodologies to functionalize (poly)fluorinated arenes by taking advantage of the reactivity of C–H bonds ortho to C–F bonds are continuously being developed. This review summarizes the reasons for the enhanced reactivity and the consequent developments in the synthesis of valuable (poly)fluoroarene-containing organic compounds.

中文翻译:

过渡金属催化邻氟定向 C-H 官能化(聚)氟芳烃在有机合成中的应用

通过更少的步骤有效地合成有机化合物但以更高的产率是令人期望的,因为这减少了能源和试剂的使用、废物的产生,从而减少了环境影响和成本。具有金属中心的(多)氟芳烃中与氟取代基邻位的 C-H 键的反应性相对于间位位增强。因此,无需预官能化的(聚)氟芳烃的直接C-H官能化正在成为有机化学研究的一个重要领域。通过利用与 C-F 键邻位的C-H 键的反应性来官能化(多)氟化芳烃的新颖且选择性的方法正在不断开发中。本综述总结了反应活性增强的原因以及有价值的含(多)氟芳烃有机化合物合成的后续进展。
更新日期:2024-04-02
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