期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 14, 期 -, 页码 430-435出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.31
关键词
acetanilide; ball milling; C-H activation; halogenation; mechanochemistry; N-halosuccinimide; palladium catalysis
资金
- National Natural Science Foundation of China [21372211]
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.
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