2-(4-hydroxyphenyl)benzofuran-3-carboxylic acid | 92439-13-9

• 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: 2-(4-hydroxyphenyl)benzofuran-3-carboxylic acid
• 英文别名: 2-<4-Hydroxyphenyl>-benzofuran-3-carbonsaeure；2-(4-hydroxyphenyl)-1-benzofuran-3-carboxylic acid
• CAS: 92439-13-9
• 化学式: C₁₅H₁₀O₄
• 分子量: 254.242
• InChiKey: JSDHNBSDCKOHJI-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：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-2-(2-bromophenyl)-3-(4-hydroxyphenyl)acrylic acid 在 1,10-菲罗啉 、 氧气 、 copper diacetate 、 potassium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 1.0h， 以84%的产率得到2-(4-hydroxyphenyl)benzofuran-3-carboxylic acid
  参考文献：
  名称：

  Cu-Catalyzed Consecutive Hydroxylation and Aerobic Oxidative Cycloetherification under Microwave Conditions: Entry to 2-Arylbenzofuran-3-carboxylic Acids

  摘要：

  A convenient one-pot synthesis of 2-arylbenzofuran-3-carboxylic acids from (E)-2-(2-bromophenyl)-3-phenylacrylic acids via Cu-catalyzed consecutive hydroxylation and aerobic oxidative cycloetherification under microwave conditions has been developed. This protocol employed the reagent combination of Cu(OAc)(2), 1,10-phen, and KOH in DMSO/H2O (1:1), all of which are cost-effective, readily available, and easily removable from the reaction mixture. Utilizing this synthetic protocol, various 2-arylbenzofuran-3-carboxylic acids as well as the natural product moracin M have been synthesized in satisfactory yields under mild conditions.

  DOI：

  10.1021/jo502802k