P-Directed Borylation of Phenols
P-Directed Borylation of Phenols
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DOI：
10.1021/ol303203m
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发表时间：
2013-03-01
期刊：
影响因子：
5.2
通讯作者：
Vedejs, Edwin
中科院分区：
文献类型：
--
作者：
Cazorla, Clement;De Vries, Timothy S.;Vedejs, Edwin
在用HNTf 2活化芳基二异丙基次膦酸酯硼烷时发生内部硼基化，得到杂环中间体，其可以还原性淬灭得到6或用KHF 2处理得到酚类芳基三氟硼酸钾盐10。后一种盐可用于在莫兰德条件下与芳基碘的Pd催化偶联，条件是采取预防措施以从前面的KHF 2步骤中除去KNTf 2副产物。
Internal borylation occurs upon activation of aryl di-isopropylphosphinite boranes with HNTf2 to give heterocyclic intermediates that can be reductively quenched to afford 6 or treated with KHF2 to give the phenolic potassium aryl trifluoroborate salts 10. The latter salts are useful for Pd-catalyzed coupling with aryl iodides under Molander conditions, provided that precautions are taken to remove the KNTf2 byproduct from the preceding KHF2 step.