pterofuran | 3784-75-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: pterofuran
• 英文别名: 2-(3-hydroxy-2,4-dimethoxy-phenyl)-benzofuran-6-ol；2-(3-hydroxy-2,4-dimethoxyphenyl)-1-benzofuran-6-ol
• CAS: 3784-75-6
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: SZLVYQBMJHIYGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  72.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-benzyloxy-2,4-dimethoxyacetophenone 在 palladium on activated charcoal 、 lithium aluminium tetrahydride 、 三氯化铝 sodium hydroxide 、 氢气 、 potassium acetate 、 potassium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 thallium(III) nitrate 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 水 、 乙酸酐 、 丙酮 、 苯 为溶剂， 反应 22.0h， 生成 pterofuran
  参考文献：
  名称：

  A Short-step Convenient Synthesis of 2-Phenylbenzofuran from 3-Phenylcoumarin

  摘要：

  The reaction mechanism of chemical conversion of (E)-beta-[2-hydroxylphenylcthylene]benzeneethanol into 2-phenylbenzofuran by DDQ, which involves loss of one carbon unit, was characterized and described. Five naturally occurring 2-phenylbenzofurans of not only the isoflavonoid but also stilbenoid origin were synthesized by use of this chemical scheme, which proved that this new scheme is a useful tool for quick synthesis of 2-phenylbenzofurans.

  DOI：

  10.3987/com-05-10424

文献信息

• A Short-step Convenient Synthesis of 2-Phenylbenzofuran from 3-Phenylcoumarin
  作者：Takeshi Kinoshita、Koji Ichinose

  DOI：10.3987/com-05-10424

  日期：——

  The reaction mechanism of chemical conversion of (E)-beta-[2-hydroxylphenylcthylene]benzeneethanol into 2-phenylbenzofuran by DDQ, which involves loss of one carbon unit, was characterized and described. Five naturally occurring 2-phenylbenzofurans of not only the isoflavonoid but also stilbenoid origin were synthesized by use of this chemical scheme, which proved that this new scheme is a useful tool for quick synthesis of 2-phenylbenzofurans.