Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA.
Org Lett. 2013 Mar 1;15(5):984-7. doi: 10.1021/ol303203m. Epub 2013 Jan 30.
Internal borylation occurs upon activation of aryl di-isopropylphosphinite boranes with HNTf(2) to give heterocyclic intermediates that can be reductively quenched to afford 6 or treated with KHF(2) 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 KNTf(2) byproduct from the preceding KHF(2) step.
硼酸酯经 HNTf2 活化后发生内部硼化反应，得到杂环中间体，该中间体可被还原猝灭，得到 6；也可与 KHF2 反应得到酚钾芳基三氟硼酸盐 10。后一种盐在 Molander 条件下可与芳基碘化物进行 Pd 催化偶联，但前提是要采取措施，从前面的 KHF2 步骤中去除 KNTf2 副产物。
