5-(MIDA boronate)thieno[2,3-c]pyridin-7(6H)-one | 1414351-11-3

• 英文名称: 5-(MIDA boronate)thieno[2,3-c]pyridin-7(6H)-one
• CAS: 1414351-11-3
• 化学式: C₁₂H₁₁BN₂O₅S
• 分子量: 306.107
• InChiKey: WONBDPBGANDMPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  ethynyl MIDA boronate 、 N-(pivaloyloxy)thiophene-2-carboxamide 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 cesium pivalate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以70%的产率得到5-(MIDA boronate)thieno[2,3-c]pyridin-7(6H)-one
  参考文献：
  名称：

  Mild Rh(III)-Catalyzed C–H Activation and Annulation with Alkyne MIDA Boronates: Short, Efficient Synthesis of Heterocyclic Boronic Acid Derivatives

  摘要：

  Taking advantage of Rh(III)-catalyzed C-H activation reactions, we have developed a mild, short, and efficient method for the synthesis of bench-stable 3-isoquinolone MIDA boronates. The reaction is practical and scalable. The product formed has been applied in the Suzuki-Miyaura reaction with high efficiency. This strategy has also been successfully expanded to the synthesis of MIDA boronate functionalized heterocycles such as isoquinoline, pyrrole, and indole.

  DOI：

  10.1021/ja310153v