4,7-di(thiophen-3-yl)-1H-indole | 1312544-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4,7-di(thiophen-3-yl)-1H-indole
• 英文别名: 4,7-di-thiophen-3-yl-1H-indole
• CAS: 1312544-32-3
• 化学式: C₁₆H₁₁NS₂
• 分子量: 281.402
• InChiKey: SMTQTYDFXAMTLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,7-di(thiophen-3-yl)-1H-indole 、 四丁基碘化铵 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  4,7-Diaryl indole-based fluorescent chemosensor for iodide ions

  摘要：

  Simple and selective indole based fluorescent sensors for iodide anions are reported. A series of 4,7-diaryl indole derivatives (DAIs) are designed and synthesized using Suzuki coupling. These DAIs shows significant changes in UV-vis and fluorescent intensity only with addition of iodides and not with other anions. The ability of these DAIS to function as selective iodide chemosensor is reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.039
• 作为产物：
  描述：

  2,5-二溴硝基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 caesium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 4,7-di(thiophen-3-yl)-1H-indole
  参考文献：
  名称：

  4,7-Diaryl indole-based fluorescent chemosensor for iodide ions

  摘要：

  Simple and selective indole based fluorescent sensors for iodide anions are reported. A series of 4,7-diaryl indole derivatives (DAIs) are designed and synthesized using Suzuki coupling. These DAIs shows significant changes in UV-vis and fluorescent intensity only with addition of iodides and not with other anions. The ability of these DAIS to function as selective iodide chemosensor is reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.04.039

文献信息

• Formal [4+2] Reaction between 1,3-Diynes and Pyrroles: Gold(I)-Catalyzed Indole Synthesis by Double Hydroarylation
  作者：Yuka Matsuda、Saori Naoe、Shinya Oishi、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1002/chem.201405903

  日期：2015.1.19

  Indole synthesis by a gold(I)‐catalyzed intermolecular formal [4+2] reaction between 1,3‐diynes and pyrroles has been developed. This reaction involves the hydroarylation of 1,3‐diynes with pyrroles followed by an intramolecular hydroarylation to give the 4,7‐disubstituted indoles. This reaction can also be applied to the synthesis of carbazoles when indoles are used as the nucleophiles instead of

  已开发了由金（I）催化的1,3-二炔与吡咯之间的分子间形式[4 + 2]反应的吲哚合成。该反应涉及将1,3-二炔与吡咯进行加氢芳基化反应，然后进行分子内加氢芳基化反应，得到4,7-二取代的吲哚。当吲哚代替吡咯用作亲核试剂时，该反应也可用于咔唑的合成。