Visible‐Light‐Mediated S−H Bond Insertion Reactions of Diazoalkanes with Cysteine Residues in Batch and Flow
We describe the application of S−H bond insertion reactions of aryl diazoacetates with cysteine residues that enabled metal‐free, S−H functionalization under visible‐light conditions. Moreover, this process could be intensified by a continuous‐flow photomicroreactor on the acceleration of the reacti...
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Veröffentlicht in: | Advanced synthesis & catalysis 2020-11, Vol.362 (22), p.5093-5104 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | We describe the application of S−H bond insertion reactions of aryl diazoacetates with cysteine residues that enabled metal‐free, S−H functionalization under visible‐light conditions. Moreover, this process could be intensified by a continuous‐flow photomicroreactor on the acceleration of the reaction (6.5 min residence time). The batch and flow protocols described were applied to obtain a wide range of functionalized cysteine derivatives and cysteine‐containing dipeptides, thus providing a straightforward and general platform for their functionalizations in mild conditions. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.202000716 |