Kubota Koji, Baba Emiru, Seo Tamae, Ishiyama Tatsuo, Ito Hajime
Division of Applied Chemistry, Graduate School of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan.
Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Sapporo, Hokkaido 060-8628, Japan.
Beilstein J Org Chem. 2022 Jul 18;18:855-862. doi: 10.3762/bjoc.18.86. eCollection 2022.
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.
本研究描述了使用球磨法实现芳基卤化物与双(频哪醇)二硼之间的固态钯催化交叉偶联反应。对于大多数芳基卤化物，反应在10分钟内完成，能以高产率得到各种具有合成用途的芳基硼酸酯。值得注意的是，所有实验操作都可在空气中进行，且无需使用大量干燥、脱气的有机溶剂。该方法的实用性在无溶剂机械化学条件下的克级合成中得到了进一步证明。
