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Minisci C-H alkylation of heteroarenes enabled by dual photoredox/bromide catalysis in micellar solutions.
Chemistry - A European Journal ( IF 4.3 ) Pub Date : 2020-07-02 , DOI: 10.1002/chem.202002320
Marilia S Santos 1 , Martyna Cybularczyk-Cecotka 2 , Burkhard König 1 , Maciej Giedyk 2
Affiliation  

Aromatic heterocycles are omnipresent structural motifs in various natural products, pharmaceuticals and agrochemicals. This work describes a photocatalytic Minisci‐type C−H functionalization of heteroarenes with non‐activated alkyl bromides. The reaction avoids stoichiometric radical‐promoters, oxidants, or acids, and is conducted using blue LEDs as the light source. The reactive carbon‐centered alkyl radicals are generated by merging the photoredox approach with bromide anion co‐catalysis and spatial pre‐aggregation of reacting species in the micellar aqueous solutions. The obtained data highlight the critical importance of microstructuring and organization of the components in the reaction mixture.

中文翻译:

在胶束溶液中通过双光氧化还原/溴化物催化实现的杂芳烃的Minisci CH烷基化。

芳香族杂环是各种天然产物,药物和农用化学品中无处不在的结构基序。这项工作描述了杂芳烃与未活化的烷基溴的光催化Minisci型CH功能化。该反应避免使用化学计量的自由基促进剂,氧化剂或酸,该反应使用蓝色LED作为光源进行。活性碳中心烷基自由基是通过将光氧化还原方法与溴化物阴离子共催化和胶束水溶液中反应物种的空间预聚集相结合而生成的。获得的数据突出了反应混合物中组分的微结构和组织的至关重要。
更新日期:2020-07-02
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