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

被引:134
作者
Murphy, Jaclyn M.
Tzschucke, C. Christoph
Hartwig, John F.
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
[2] Univ Illinois, Dept Chem, Urbana, IL 61801 USA
关键词
D O I
10.1021/ol062903o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:757 / 760
页数:4
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