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Photoinduced Ligand-to-Copper Charge Transfer for Aryl Decarboxylative Allylation, Thiolation, and Bromination

Ao-Men Hu, Jia‐Lin Tu, Ke Wang, Jiawen Yin, Lin Guo, Chao Yang, Wujiong Xia

2024Organic Letters16 citationsDOI

Abstract

Herein, aryl decarboxylative allylation, thiolation, and bromination reactions via photoinduced ligand-to-copper charge transfer are described. Utilizing inexpensive copper metal, the transformations of various aryl carboxylic acids enable the rapid synthesis of the corresponding alkene, thioether, and aryl bromide derivatives under visible light irradiation, which offers significant synthetic value. The reaction conditions are mild and straightforward, exhibiting a broad substrate compatibility. Furthermore, this method can be applied for the late-stage modification of complex drug molecules.

Topics & Concepts

ChemistryArylHalogenationCopperLigand (biochemistry)Charge (physics)DecarboxylationCombinatorial chemistryPhotochemistryOrganic chemistryCatalysisAlkylReceptorQuantum mechanicsBiochemistryPhysicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Photoinduced Ligand-to-Copper Charge Transfer for Aryl Decarboxylative Allylation, Thiolation, and Bromination | Litcius