Palladium-catalyzed ortho-halogenations of acetanilides with N-halosuccinimides via direct sp2 C-H bond activation in ball mills.

作者: Zi Liu , Hui Xu , Guan-Wu Wang

DOI: 10.3762/BJOC.14.31

关键词: PalladiumBall millHalogenationSurface modificationChemistryRegioselectivityCombinatorial chemistryMechanochemistryAcetanilideCatalysis

摘要: A solvent-free palladium-catalyzed ortho-iodination of acetanilides using N-iodosuccinimide as the iodine source has been developed under ball-milling conditions. This present method avoids use hazardous organic solvents, high reaction temperature, and long time provides a highly efficient methodology to realize regioselective functionalization in yields up 94% ball mill. Furthermore, current can be extended synthesis ortho-brominated ortho-chlorinated products good by corresponding N-halosuccinimides.

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