Palladium-catalyzed solid-state borylation of aryl halides using mechanochemistry
Koji Kubota, Emiru Baba, Tamae Seo, Tatsuo Ishiyama, Hajime Ito
Abstract
This study describes the solid-state palladium-catalyzed cross-coupling between aryl halides and bis(pinacolato)diboron using ball milling. The reactions were completed within 10 min for most aryl halides to afford a variety of synthetically useful arylboronates in high yields. Notably, all experimental operations could be performed in air, and did not require the use of large amounts of dry and degassed organic solvents. The utility of this method was further demonstrated by gram-scale synthesis under solvent-free, mechanochemical conditions.
Topics & Concepts
ChemistryHalideArylBorylationPalladiumMechanochemistryCatalysisBall millCombinatorial chemistrySolventOrganic chemistryChemical engineeringAlkylEngineeringOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsBoron Compounds in Chemistry