8-methoxy-4-methylbenzo[4,5]furo[3,2-c]chromen-6-one | 1445881-68-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 8-methoxy-4-methylbenzo[4,5]furo[3,2-c]chromen-6-one
• 英文别名: 8-Methoxy-4-methyl-[1]benzofuro[3,2-c]chromen-6-one；8-methoxy-4-methyl-[1]benzofuro[3,2-c]chromen-6-one
• CAS: 1445881-68-4
• 化学式: C₁₇H₁₂O₄
• 分子量: 280.28
• InChiKey: SURPUZYZBSOGQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羟基-3-甲基苯硼酸 、 ethyl 5-methoxy-2-(methylthio)benzofuran-3-carboxylate 在 四(三苯基膦)钯 、 噻吩-2-甲酸亚铜(I) 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以72%的产率得到8-methoxy-4-methylbenzo[4,5]furo[3,2-c]chromen-6-one
  参考文献：
  名称：

  Pd-Catalyzed C–S Activation for [3 + 3] Annulation of 2-(Methylthio)benzofuran-3-carboxylates and 2-Hydroxyphenylboronic Acids: Synthesis of Coumestan Derivatives

  摘要：

  Pd-catalytic C-S activation was successfully applied to initiate the cross-coupling of (2-methylthio-3-ester)benzofurans with 2-hydroxyphenylboronic acids and sequential intramolecular transesterification process under Liebeskind-Srogl conditions. Thus, a novel [3 + 3] annulation strategy for efficient synthesis of coumestan derivatives has been developed from readily available starting materials.

  DOI：

  10.1021/jo400984h

文献信息

• Pd-Catalyzed C–S Activation for [3 + 3] Annulation of 2-(Methylthio)benzofuran-3-carboxylates and 2-Hydroxyphenylboronic Acids: Synthesis of Coumestan Derivatives
  作者：Jingxin Liu、Yingjie Liu、Wenting Du、Ying Dong、Jun Liu、Mang Wang

  DOI：10.1021/jo400984h

  日期：2013.7.19

  Pd-catalytic C-S activation was successfully applied to initiate the cross-coupling of (2-methylthio-3-ester)benzofurans with 2-hydroxyphenylboronic acids and sequential intramolecular transesterification process under Liebeskind-Srogl conditions. Thus, a novel [3 + 3] annulation strategy for efficient synthesis of coumestan derivatives has been developed from readily available starting materials.