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

One-pot synthesis of arylboronic acids and aryl trifluoroborates by Ir-catalyzed borylation of arenes
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DOI:
10.1021/ol062903o
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发表时间:
2007-03-01
期刊:
影响因子:
5.2
通讯作者:
Hartwig, John F.
Hartwig, John F.
中科院分区:
化学1区
文献类型:
--
作者:
Murphy, Jaclyn M.;Tzschucke, C. Christoph;Hartwig, John F.

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报道了铱催化芳烃硼化反应一锅法合成芳基硼酸和芳基三氟硼酸酯的方法。为了制备芳基硼酸,Ir催化的硼基化之后是硼酸酯与NaIO4的氧化裂解。为了制备芳基三氟硼酸盐,Ir催化的硼基化之后是由KHF 2置换频哪醇。这些两步序列得到的产物比最初形成的频哪醇硼酸酯对后续化学反应更具反应性。
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.