Photoredox-catalyzed three-component carbotrifluoromethylation of alkenes via radical–radical cross-coupling,Organic Chemistry Frontiers

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Photoredox-catalyzed three-component carbotrifluoromethylation of alkenes via radical–radical cross-coupling
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-07-03 , DOI: 10.1039/d4qo00799a
Lin Tang _{1,

2} , Ge Lv ₁ , Taijun Wu ₁ , Lufang Zhang ₁ , Xiaoyu Wang ₁ , Fengjuan Jia ₁ , Qiuju Zhou ₁ , Guodong Zou ₁

Affiliation

In this study, we establish an efficient photocatalytic strategy for three-component carbotrifluoromethylation of alkenes. This approach is capable of constructing a variety of chiral carbon-containing 1,4-bis(trifluoromethylated) compounds under visible light irradiation. By using commercially available Togni and Langlois reagents, the reaction can smoothly proceed via photoredox-catalyzed radical–radical cross-coupling in the absence of additional additives under mild conditions. Application of the process in gram-scale synthesis of the product and late-stage functionalization of bioactive molecules is achieved.

中文翻译：

通过自由基-自由基交叉偶联进行光氧化还原催化的烯烃三组分碳三氟甲基化

在这项研究中，我们建立了一种用于烯烃三组分三氟甲基化的有效光催化策略。该方法能够在可见光照射下构建多种手性含碳1,4-双(三氟甲基化)化合物。通过使用市售的 Togni 和 Langlois 试剂，该反应可以在温和条件下在没有额外添加剂的情况下通过光氧化还原催化的自由基-自由基交叉偶联顺利进行。该工艺实现了产品克级合成和生物活性分子后期功能化的应用。

更新日期：2024-07-08

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