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

ABSTRACT: 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 the use of hazardous organic solvents, high reaction temperature, and long reaction time and provides a highly efficient methodology to realize the regioselective functionalization of acetanilides in yields up to 94% in a ball mill. Furthermore, the current methodology can be extended to the synthesis of ortho-brominated and ortho-chlorinated products in good yields by using the corresponding N-halosuccinimides.

SUBMITTER: Liu Z 

PROVIDER: S-EPMC5827707 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature