Visible‐Light‐Mediated S−H Bond Insertion Reactions of Diazoalkanes with Cysteine Residues in Batch and Flow
Long‐Zhou Qin, Xin Yuan, Yu‐Sheng Cui, Qi Sun, Xiu Duan, Kai‐Qiang Zhuang, Lin Chen, Jiang‐Kai Qiu, Kai Guo
Abstract
Abstract 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. magnified image
Topics & Concepts
ChemistryCysteineArylCombinatorial chemistrySurface modificationPhotochemistryContinuous flowOrganic chemistryPhysical chemistryEnzymePhysicsAlkylMechanicsCyclopropane Reaction MechanismsChemical Synthesis and AnalysisInnovative Microfluidic and Catalytic Techniques Innovation