1-(4-chlorophenyl)-2,6,6-trimethyl-3-phenyl-1,5,6,7-tetrahydro-4H-indol-4-one | 1519057-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4-chlorophenyl)-2,6,6-trimethyl-3-phenyl-1,5,6,7-tetrahydro-4H-indol-4-one
• CAS: 1519057-46-5
• 化学式: C₂₃H₂₂ClNO
• 分子量: 363.887
• InChiKey: LRFDOFJGWIDZEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  22.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-苯基-2-硝基丙烯 、 对氯苯胺 、 5,5-二甲基-1,3-环己二酮 在 L-脯氨酸 作用下， 以 水 为溶剂， 反应 12.0h， 以83%的产率得到1-(4-chlorophenyl)-2,6,6-trimethyl-3-phenyl-1,5,6,7-tetrahydro-4H-indol-4-one
  参考文献：
  名称：

  An Efficient and Mild Synthesis of Tetrahydro-4H-indol-4-one Derivatives via a Domino Reaction in Water

  摘要：

  An efficient domino approach for the synthesis of tetrahydro-4H-indol-4-one derivatives has been established. The use of catalytic amount of l-proline in water at 60 degrees C makes it quite simple, more convenient, and environmentally benign.

  DOI：

  10.1055/s-0033-1338526

文献信息

• Synthesis of tetrahydro-4H-indol-4-one derivatives catalyzed by carbonaceous material
  作者：Chunmei Li、Xuezheng Liang、Furen Zhang、Chenze Qi

  DOI：10.1016/j.catcom.2014.12.026

  日期：2015.3

  An efficient, high yielding method has been developed for the synthesis of diversity tetrahydro-4H-indol-4-one derivatives via a three component, one pot domino reaction from cyclohexane-1,3-diones, amines and nitrostyrenes using carbon functionalized with sulfonic acid group carbonaceous material as catalyst for the first time. The reaction was carried out in water, affording good to excellent yields in short time. The advantages of atom and step economy, green, and scope make this reaction a powerful tool for assembling heterocyclic scaffolds of general chemical and biomedical interest. (C) 2014 Elsevier B.V. All rights reserved.