A simple synthesis of functionalized 3-methyl-1-pyridinyl-1H-imidazolium salts as bidentate N-heterocyclic-carbene precursors and their application in Ir-catalyzed arene borylation

✍ Scribed by Martin Peters; Rolf Breinbauer

• Book ID: 104098466
• Publisher: Elsevier Science
• Year: 2010
• Tongue: French
• Weight: 731 KB
• Volume: 51
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2010.10.059

✦ Synopsis

The selective alkylation of functionalized 2-(1H-imidazol-1-yl)pyridines 1 furnishes 3-methyl-1-pyridinyl-1H-imidazolium salts 2, which can be deprotonated to deliver strongly electron-donating bidentate N-heterocyclic carbene ligands (NHC). The synthesis of these ligands and their application in the iridiumcatalyzed C-H activated borylation of arenes with its current scope and limitations are reported.