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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Advanced synthesis & catalysis 2020-11, Vol.362 (22), p.5093-5104
Hauptverfasser: Qin, Long‐Zhou, Yuan, Xin, Cui, Yu‐Sheng, Sun, Qi, Duan, Xiu, Zhuang, Kai‐Qiang, Chen, Lin, Qiu, Jiang‐Kai, Guo, Kai
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202000716