4.8 Article

One-pot synthesis of arylboronic acids and aryl trifluoroborates by Ir-catalyzed borylation of arenes

Journal

ORGANIC LETTERS
Volume 9, Issue 5, Pages 757-760

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol062903o

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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.

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