Minisci C−H Alkylation of Heteroarenes Enabled by Dual Photoredox/Bromide Catalysis in Micellar Solutions**
| Autor: | Maciej Giedyk, Martyna Cybularczyk-Cecotka, Marila S. Santos, Burkhard Koenig |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Aqueous solution 010405 organic chemistry Organic Chemistry Photoredox catalysis General Chemistry Alkylation 010402 general chemistry Micelle 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound chemistry Bromide Micellar solutions Photocatalysis Alkyl |
| Zdroj: | Chemistry – A European Journal. 26:15323-15329 |
| ISSN: | 1521-3765 0947-6539 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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