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One-pot synthesis of arylboronic acids and aryl trifluoroborates by Ir-catalyzed borylation of arenes
Authors:Murphy Jaclyn M  Tzschucke C Christoph  Hartwig John F
Affiliation:Department of Chemistry, Yale University, P.O. Box 208107, New Haven, Connecticut 06520, USA.
Abstract:
[reaction: see text] The synthesis of arylboronic acids and aryl trifluoroborates in a one-pot sequence by Ir-catalyzed borylation of arenes is reported. To prepare the arylboronic acids, the Ir-catalyzed borylation is followed by oxidative cleavage of the boronic ester with NaIO4. To prepare the aryltrifluoroborate, the Ir-catalyzed borylation is followed by displacement of pinacol by KHF2. These two-step sequences give products that are more reactive toward subsequent chemistry than the initially formed pinacol boronates.
Keywords:
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