3-(7-iodoisoquinolin-1(2H)-one) MIDA boronate | 1414351-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-(7-iodoisoquinolin-1(2H)-one) MIDA boronate
• 英文别名: 1-(7-iodo-1-oxo-2H-isoquinolin-3-yl)-5-methyl-2,8-dioxa-5-azonia-1-boranuidabicyclo[3.3.0]octane-3,7-dione
• CAS: 1414351-08-8
• 化学式: C₁₄H₁₂BIN₂O₅
• 分子量: 425.975
• InChiKey: MPSGCXFPLODPHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.16
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethynyl MIDA boronate 、 3-iodo-N-(pivaloyloxy)benzamide 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 cesium pivalate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 3-(7-iodoisoquinolin-1(2H)-one) MIDA boronate 、
  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