Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 18, Pages 4654-4659Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201900685
Keywords
boron; C-H borylation; iridium; mechanochemistry; synthetic method
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Funding
- MEXT/JSPS KAKENHI [JP18H03907, JP17H06370]
- Institute for Chemical Reaction Design and Discovery (ICReDD)
- Otsuka Toshimi Scholarship Foundation
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Mechanochemistry has been applied for the first time to an iridium(I)-catalyzed C-H borylation reaction. By using either none or just a catalytic amount of a liquid, the mechanochemical C-H borylation of a series of heteroaromatic compounds proceeded in air to afford the corresponding arylboronates in good-to-excellent yields. A one-pot mechanochemical C-H borylation/Suzuki-Miyaura cross-coupling sequence for the direct synthesis of 2-aryl indole derivatives is also described. The present study constitutes an important milestone towards the development of industrially attractive solvent-free C-H bond functionalization processes in air.
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