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Iridium(I)‐Catalyzed C−H Borylation in Air by Using Mechanochemistry
Author(s) -
Pang Yadong,
Ishiyama Tatsuo,
Kubota Koji,
Ito Hajime
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900685
Subject(s) - borylation , mechanochemistry , catalysis , iridium , chemistry , aryl , combinatorial chemistry , surface modification , organic chemistry , alkyl
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.