4-(2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)benzaldehyde | 164014-80-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)benzaldehyde
• CAS: 164014-80-6
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: IYCCWVPDTANUEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)benzaldehyde 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 以30%的产率得到methyl 4'-formyl-3-hydroxy-[1,1'-biphenyl]-2-carboxylate
  参考文献：
  名称：

  Efficient synthesis of functionalized 6-arylsalicylates via microwave-promoted Suzuki cross-coupling reaction

  摘要：

  Functionalized 6-arylsalicylate substructures occur in a variety of pharmacologically relevant natural products and bioactive compounds. They are also broadly used as important intermediates in organic synthesis. Traditional synthetic methods have suffered from some drawbacks, such as relatively harsh reaction conditions, narrow range of substrates, and poor yields. Utilizing microwave irradiation, the synthesis of functionalized 6-arylsalicylates via a Suzuki cross-coupling has been developed with a wide range of substrates. Almost all the reactions proceeded smoothly and afforded moderate to excellent yields of products, which indicated that electronic effects and steric modifications have little effect on this reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.033
• 作为产物：
  描述：

  5-Iodo-2,2-dimethyl-1,3-benzodioxin-4-one 、 4-甲酰基苯硼酸 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 0.08h， 以92%的产率得到4-(2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-5-yl)benzaldehyde
  参考文献：
  名称：

  Efficient synthesis of functionalized 6-arylsalicylates via microwave-promoted Suzuki cross-coupling reaction

  摘要：

  Functionalized 6-arylsalicylate substructures occur in a variety of pharmacologically relevant natural products and bioactive compounds. They are also broadly used as important intermediates in organic synthesis. Traditional synthetic methods have suffered from some drawbacks, such as relatively harsh reaction conditions, narrow range of substrates, and poor yields. Utilizing microwave irradiation, the synthesis of functionalized 6-arylsalicylates via a Suzuki cross-coupling has been developed with a wide range of substrates. Almost all the reactions proceeded smoothly and afforded moderate to excellent yields of products, which indicated that electronic effects and steric modifications have little effect on this reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.08.033