Construction of C–C bonds by direct functionalization of C–H bonds: Trifluoromethylation via dual copper photoredox catalysis

通过 CâH 键直接功能化构建 CâC 键：通过双铜光氧化还原催化进行三氟甲基化

• 批准号: 421436809
• 负责人: Dr. Florian Bartels
• 金额: --
• 依托单位: Abteilung Biomolekulare Systeme
• 依托单位国家: 德国
• 项目类别: Research Fellowships
• 财政年份: 2019
• 资助国家: 德国
• 起止时间: 2018-12-31 至 2019-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/421436809?language=en
• 关键词: Construction; bonds; direct; functionalization; Trifluoromethylation

The incorporation of fluorinated and polyfluorinated alkyl substituents into pharmaceuticals and agrochemicals leads to increased lipophilicity and prevents the metabolic oxidation of C H bonds in vivo. Established protocols for the introduction of trifluoromethyl groups require the prefunctionalization of starting materials. In contrast, this research proposal deals with the development of a novel photoredox catalytic system for the late-stage trifluoromethylation of unfunctionalized starting materials. We propose the trifluoromethylation of C-H bonds using a combination of photoredox-, copper-, and hydrogen atom transfer catalysts. This method might find wide applications in academia and industry as it offers an efficient and sustainable synthesis of trifluoromethylated compounds. Furthermore, the multi-catalytic system might allow for the development of further C-C bond forming reactions.

将氟化和多氟化烷基取代基掺入药物和农用化学品中导致亲脂性增加，并防止体内C H键的代谢氧化。用于引入三氟甲基的既定方案需要对起始材料进行预官能化。与此相反，本研究建议涉及一种新的光氧化还原催化体系的发展，为后期阶段的三氟甲基化的非官能化的起始材料。我们提出的三氟甲基化的C-H键使用的光氧化还原，铜，和氢原子转移催化剂的组合。这种方法可能会在学术界和工业界找到广泛的应用，因为它提供了一个有效的和可持续的三氟甲基化合物的合成。此外，多催化体系可能允许进一步的C-C键形成反应的发展。