3-(2-methoxy-7-nitro-9H-xanthen-9-yl)-2-methyl-1H-indole | 1184923-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(2-methoxy-7-nitro-9H-xanthen-9-yl)-2-methyl-1H-indole
• CAS: 1184923-73-6
• 化学式: C₂₃H₁₈N₂O₄
• 分子量: 386.407
• InChiKey: DEACYEQLDTZTQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  80.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 2-(4-甲氧基苯氧基)-5-硝基苯甲醛 在 iron(III) chloride hexahydrate 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以76%的产率得到3-(2-methoxy-7-nitro-9H-xanthen-9-yl)-2-methyl-1H-indole
  参考文献：
  名称：

  Iron-Catalyzed Cascade Arene−Aldehyde Addition/Cyclizations for the Highly Efficient Synthesis of Xanthenes and Its Analogous: Observation of a C−C Bond Cleavage in Indole-Based Triarylmethanes

  摘要：

  An efficient, general, and one-pot procedure for the synthesis of multisubstituted xanthene derivatives through Fe(III)-catalyzed reactions of 2-aryloxybenzaldehydes with electron-rich arenes has been developed. This method offers several advantages such as high selectivities, mild reaction conditions, and easily accessible starting materials. A mechanistic study revealed that a C-C bond cleavage of a triarylmethane intermediate might be involved in the domino process.

  DOI：

  10.1021/jo9012354

文献信息

• Iron-Catalyzed Cascade Arene−Aldehyde Addition/Cyclizations for the Highly Efficient Synthesis of Xanthenes and Its Analogous: Observation of a C−C Bond Cleavage in Indole-Based Triarylmethanes
  作者：Hongfeng Li、Jingyu Yang、Yuanhong Liu、Yanzhong Li

  DOI：10.1021/jo9012354

  日期：2009.9.4

  An efficient, general, and one-pot procedure for the synthesis of multisubstituted xanthene derivatives through Fe(III)-catalyzed reactions of 2-aryloxybenzaldehydes with electron-rich arenes has been developed. This method offers several advantages such as high selectivities, mild reaction conditions, and easily accessible starting materials. A mechanistic study revealed that a C-C bond cleavage of a triarylmethane intermediate might be involved in the domino process.