N-prop-2-yn-1-yl-1H-indole-4-carboxamide

• 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: N-prop-2-yn-1-yl-1H-indole-4-carboxamide
• 英文别名: N-prop-2-ynyl-1H-indole-4-carboxamide
• 化学式: C₁₂H₁₀N₂O
• 分子量: 198.224
• InChiKey: SDSDINBHJCKXBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  44.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-prop-2-yn-1-yl-1H-indole-4-carboxamide 、 炔丙胺 在 zinc trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以57%的产率得到4-(5-methyl-1-prop-2-yn-1-yl-1H-imidazol-2-yl)-1H-indole
  参考文献：
  名称：

  Dual use of propargylamine building blocks in the construction of polyheterocyclic scaffolds

  摘要：

  The cyclization reactions of 2-(N-propargyl)imidazole-2-yl)indoles (synthesized via the hydroamination reaction between N-propargyl indole-2-carboxamides and propargylamine) have been investigated under Lewis acid- and base-promoted conditions. The polyheterocyclic compounds thus obtained were shown to possess promising photophysical properties. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.151970
• 作为产物：
  描述：

  吲哚-4-羧酸 、 炔丙胺 在 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以58%的产率得到N-prop-2-yn-1-yl-1H-indole-4-carboxamide
  参考文献：
  名称：

  Dual use of propargylamine building blocks in the construction of polyheterocyclic scaffolds

  摘要：

  The cyclization reactions of 2-(N-propargyl)imidazole-2-yl)indoles (synthesized via the hydroamination reaction between N-propargyl indole-2-carboxamides and propargylamine) have been investigated under Lewis acid- and base-promoted conditions. The polyheterocyclic compounds thus obtained were shown to possess promising photophysical properties. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.151970

文献信息

• Dual use of propargylamine building blocks in the construction of polyheterocyclic scaffolds
  作者：Anna Bakholdina、Alexei Lukin、Olga Bakulina、Natalia Guranova、Mikhail Krasavin

  DOI：10.1016/j.tetlet.2020.151970

  日期：2020.6

  The cyclization reactions of 2-(N-propargyl)imidazole-2-yl)indoles (synthesized via the hydroamination reaction between N-propargyl indole-2-carboxamides and propargylamine) have been investigated under Lewis acid- and base-promoted conditions. The polyheterocyclic compounds thus obtained were shown to possess promising photophysical properties. (C) 2020 Elsevier Ltd. All rights reserved.