Iron-catalyzed nitrogen-directed coupling of arene and aryl bromides mediated by metallic magnesium

• Main Authors: Ilies, Laurean, Kobayashi, Motoaki, Matsumoto, Arimasa, Yoshikai, Naohiko, Nakamura, Eiichi
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2013
• Online Access: https://hdl.handle.net/10356/98283; http://hdl.handle.net/10220/12334
• Institution: Nanyang Technological University

2-Arylpyridines, 2-alkenylpyridine, and aromatic imines can be coupled with aryl bromides in the presence of an iron catalyst, metallic magnesium, a diamine ligand and an organic dihalide oxidant at 0 °C. The use of a 1:1 mixture of tetrahydrofuran and 1,4-dioxane is essential for this CH bond activation reaction. The reaction has wider scope of the substrate compared with the reaction using a separately prepared Grignard reagent, and proceeds with lower catalyst loading (2.5 mol%).