Mild silver(I)-mediated regioselective iodination and bromination of arylboronic acids.
A convenient and regioselective silver(I)-mediated electrophilic iodination and bromination reaction of arylboronic acids has been developed. The boronic acid does not require protection prior to the reaction, which can be performed on a multigram scale with moderate to excellent yields. A mild, simple, and effective method is disclosed to provide ortho-haloarylboronic acids that can be used as useful intermediates in selective sequential Suzuki-Miyaura cross-coupling reactions to provide ortho-triaryl derivatives in good yields.
Al-Zoubi
Raed M
RM
Department of Chemistry, Gunning-Lemieux Chemistry Centre, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada.
Hall
Dennis G
DG
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D054879:Halogenation; D015394:Molecular Structure; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism
D001897:Boronic Acids; D012834:Silver