期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 18, 期 -, 页码 855-862出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.18.86
关键词
ball mill; borylation; cross -coupling; mechanochemistry; solid-state; reaction
资金
- Japan Society for the Promotion of Science (JSPS) via KAKENHI [22H00318, 21H01926]
- JST via CREST [JPMJCR19R1]
- Institute for Chemical Reaction Design
- JST via FOREST grant [JPMJFR201I]
This study presents the solid-state palladium-catalyzed cross-coupling between aryl halides and bis(pinacolato)diboron using ball milling. The reaction time is short and yields a variety of useful arylboronates in high yields. Importantly, the reactions can be conducted in air without the need for large amounts of dry and degassed organic solvents, highlighting the practicality of this method.
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.
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