3,6-dichloro-1H-indole-2-carboxaldehyde | 1071024-60-6

• 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: 3,6-dichloro-1H-indole-2-carboxaldehyde
• 英文别名: 3,6-dichloro-1H-indole-2-carbaldehyde
• CAS: 1071024-60-6
• 化学式: C₉H₅Cl₂NO
• 分子量: 214.051
• InChiKey: AAWVBQHJBSCMHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,6-dichloro-1H-indole-2-carboxaldehyde 、 二正丙胺 、 苯乙炔 在 gold(III) bromide 作用下， 以 水 为溶剂， 以88%的产率得到1-(3,6-dichloro-1H-indol-2-yl)-3-phenyl-N,N-dipropylprop-2-yn-1-amine
  参考文献：
  名称：

  Synthesis of indole-2-, 3-, or 5-substituted propargylamines via gold(III)-catalyzed three component reaction of aldehyde, alkyne, and amine in aqueous medium

  摘要：

  A simple and efficient route to indole-2-, 3-, or 5-substituted propargylamines by three component-coupling of substituted indole carboxaldehydes, terminal alkyne, and secondary amine in the presence of AuBr3 catalyst in aqueous medium, is described. This protocol provides a concise and effective route toward the synthesis of a variety of indole-2-, 3-, or 5-substituted propargylamines in excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.06.098

文献信息

• Synthesis of indole-2-, 3-, or 5-substituted propargylamines via gold(III)-catalyzed three component reaction of aldehyde, alkyne, and amine in aqueous medium
  作者：Venu Srinivas、Mamoru Koketsu

  DOI：10.1016/j.tet.2013.06.098

  日期：2013.9

  A simple and efficient route to indole-2-, 3-, or 5-substituted propargylamines by three component-coupling of substituted indole carboxaldehydes, terminal alkyne, and secondary amine in the presence of AuBr3 catalyst in aqueous medium, is described. This protocol provides a concise and effective route toward the synthesis of a variety of indole-2-, 3-, or 5-substituted propargylamines in excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.