Litcius/Paper detail

Palladium-catalyzed solid-state borylation of aryl halides using mechanochemistry

Koji Kubota, Emiru Baba, Tamae Seo, Tatsuo Ishiyama, Hajime Ito

2022Beilstein Journal of Organic Chemistry26 citationsDOIOpen Access PDF

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