Photocatalytic Multisite Functionalization of Unactivated Terminal Alkenes by Merging Polar Cycloaddition and Radical Ring-Opening Process,Angewandte Chemie International Edition

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Photocatalytic Multisite Functionalization of Unactivated Terminal Alkenes by Merging Polar Cycloaddition and Radical Ring-Opening Process
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2024-07-18 , DOI: 10.1002/anie.202407928
Haidong Liu ₁ , Yi-Peng Wang ₁ , Hui Wang ₁ , Kewei Ren ₁ , Longfei Liu ₁ , Luzhen Dang ₁ , Cheng-Qiang Wang ₁ , Chao Feng ₂

Affiliation

A novel 1,2,5-trifunctionalization of unactivated alkenes is established by merging dipolar cycloaddition with photoredox promoted radical ring-opening remote C(sp³)−H functionalization. This transformation was triggered by XAT followed by a cascade of 1,5-HAT and intermolecular fluorine atom transfer. With this method, a broad spectrum of valuable β-hydroxyl-ϵ-fluoro-nitrile products are synthesized from readily available terminal alkenes.

中文翻译：

结合极性环加成和自由基开环过程对未活化末端烯烃进行光催化多位点官能化

通过将偶极环加成与光氧化还原促进的自由基开环远程 C(sp ³ )−H 官能化相结合，建立了一种新型的未活化烯烃的 1,2,5-三官能化。这种转变是由 XAT 引发的，随后是 1,5-HAT 和分子间氟原子转移的级联。通过这种方法，可以从容易获得的末端烯烃合成多种有价值的β-羟基-ε-氟-腈产品。

更新日期：2024-07-18

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