1,3-diphenyl-6,7-dihydro-1H-indol-4(5H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,3-diphenyl-6,7-dihydro-1H-indol-4(5H)-one
• 英文别名: 1,3-diphenyl-6,7-dihydro-5H-indol-4-one
• 化学式: C₂₀H₁₇NO
• 分子量: 287.361
• InChiKey: HFBWZDLYWUMDEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  β-硝基苯乙烯 、 3-苯胺基-2-环己烯-1-酮 在 碘 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 以72%的产率得到1,3-diphenyl-6,7-dihydro-1H-indol-4(5H)-one
  参考文献：
  名称：

  Synthesis of Pyrroles from β-Enamines and Nitroolefins Catalyzed by I₂ under High-speed Vibration Milling (HSVM)

  摘要：

  一种无溶剂反应，采用高速振动研磨（HSVM）技术，已经被开发用于从β-烯胺和硝基烯烃合成多取代吡啶，使用碘作为催化剂。研究了振动频率和反应时间的影响，在HSVM条件下，在短时间（20分钟）内获得了一系列产率良好的2,3,4-多取代吡啶。这是一种高效、简单且温和的方法，用于在HSVM条件下合成多取代吡啶。

  DOI：

  10.1246/cl.141102

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.
• Synthesis of Pyrroles from β-Enamines and Nitroolefins Catalyzed by I₂ under High-speed Vibration Milling (HSVM)
  作者：Hui Xu、Yujin Li、Mengming Xing、Jianhong Jia、Liang Han、Qing Ye、Jianrong Gao

  DOI：10.1246/cl.141102

  日期：2015.4.5

  A solvent-free reaction, using a high-speed vibration milling (HSVM) technique, has been developed for the synthesis of polysubstituted pyrroles from β-enamines and nitroolefins as the raw materials, by using iodine as the catalyst. The influences of the vibration frequency and the reaction time were investigated and a series of 2,3,4-polysubstituted pyrroles were obtained in good yields at short reaction times (20 min) under the HSVM condition. It is an efficient, simple, and moderate approach for synthesizing polysubstituted pyrroles under the HSVM conditions.

  一种无溶剂反应，采用高速振动研磨（HSVM）技术，已经被开发用于从β-烯胺和硝基烯烃合成多取代吡啶，使用碘作为催化剂。研究了振动频率和反应时间的影响，在HSVM条件下，在短时间（20分钟）内获得了一系列产率良好的2,3,4-多取代吡啶。这是一种高效、简单且温和的方法，用于在HSVM条件下合成多取代吡啶。