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Visible‐Light‐Mediated S−H Bond Insertion Reactions of Diazoalkanes with Cysteine Residues in Batch and Flow
Author(s) -
Qin LongZhou,
Yuan Xin,
Cui YuSheng,
Sun Qi,
Duan Xiu,
Zhuang KaiQiang,
Chen Lin,
Qiu JiangKai,
Guo Kai
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000716
Subject(s) - chemistry , cysteine , aryl , combinatorial chemistry , surface modification , photochemistry , continuous flow , organic chemistry , enzyme , alkyl , physics , mechanics
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.