Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Ligand-Enabled Auxiliary-Free Meta-C−H Arylation of Phenylacetic Acids

Ligand-Enabled Auxiliary-Free Meta-C−H Arylation of Phenylacetic Acids
Peng Wang, Jin-Quan Yu, Gen-Cheng Li, Marcus E. Farmer
The meta-C−H arylation of free phenylacetic acid was realized using 2-carbomethoxynorbornene (NBE-CO2Me) as a transient mediator. Both the modified norbornene and the mono-protected 3-amino-2-hydroxypyridine type ligand are crucial for this auxiliary-free meta-C−H arylation reaction. A series of phenylacetic acids, including mandelic acid and phenylglycine, react smoothly with various aryl iodides to provide the meta-arylated products in high yields. No help needed: An auxiliary-free meta-C−H arylation of free phenylacetic acid was realized using 2-carbomethoxynorbornene (NBE-CO2Me) as a transient mediator. Both the modified norbornene and the mono-protected 3-amino-2-hydroxypyridine type ligand are crucial for this reaction. A series of phenylacetic acids, including mandelic acid and phenylglycine, react smoothly with various aryl iodides to provide the meta-arylated products in high yields.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201702686

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