methyl 3-(2H-1,3-benzodioxol-5-yl)benzoate | 1266493-70-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 3-(2H-1,3-benzodioxol-5-yl)benzoate
• 英文别名: Methyl 3-(1,3-benzodioxol-5-yl)benzoate
• CAS: 1266493-70-2
• 化学式: C₁₅H₁₂O₄
• 分子量: 256.258
• InChiKey: SFRBGSHPTPDEGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-溴苯甲酸甲酯 、 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以78%的产率得到methyl 3-(2H-1,3-benzodioxol-5-yl)benzoate
  参考文献：
  名称：

  Synthesis and Reactivity of Solid-Supported Organotrifluoroborates in Suzuki Cross-Coupling

  摘要：

  Solid-supported organotrifluoroborates were prepared in high yields by ion exchange with Amberlyst resins. The reactivity of solid supported aryltrifluoroborates was evaluated in Suzuki Miyaura couplings with numerous aryl bromide partners. Electron-rich and -poor substituents were tolerated on both substrates, providing yields up to 90%. Examples of alkyl-, alkenyl-, alkynyl-, and heteroaryltrifluoborates were also successfully cross-coupled to aryl halides.

  DOI：

  10.1021/ol300215p

文献信息

• Synthesis and Reactivity of Solid-Supported Organotrifluoroborates in Suzuki Cross-Coupling
  作者：Virginie Colombel、Marc Presset、Daniel Oehlrich、Frederik Rombouts、Gary A. Molander

  DOI：10.1021/ol300215p

  日期：2012.4.6

  Solid-supported organotrifluoroborates were prepared in high yields by ion exchange with Amberlyst resins. The reactivity of solid supported aryltrifluoroborates was evaluated in Suzuki Miyaura couplings with numerous aryl bromide partners. Electron-rich and -poor substituents were tolerated on both substrates, providing yields up to 90%. Examples of alkyl-, alkenyl-, alkynyl-, and heteroaryltrifluoborates were also successfully cross-coupled to aryl halides.