1-(2-(1H-indol-3-yl)-6-oxocyclohex-1-enyl)-4-phenyl-1,2,4-triazolidine-3,5-dione | 1227178-07-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2-(1H-indol-3-yl)-6-oxocyclohex-1-enyl)-4-phenyl-1,2,4-triazolidine-3,5-dione
• CAS: 1227178-07-5
• 化学式: C₂₂H₁₈N₄O₃
• 分子量: 386.41
• InChiKey: MSNWWYKPEXWVAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  92.65
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-苯基-1,2,4-三唑啉-3,5-二酮 、 3-(1H-indol-3-yl)cyclohex-2-en-1-one 以 氯仿 为溶剂， 反应 0.08h， 以45%的产率得到1-(2-(1H-indol-3-yl)-6-oxocyclohex-1-enyl)-4-phenyl-1,2,4-triazolidine-3,5-dione
  参考文献：
  名称：

  New 3-vinylation products of indole and investigation of its Diels–Alder reactivity: synthesis of unusual Morita–Baylis–Hillman-type products

  摘要：

  3-Vinylindoles as precursors of carbazole and bis-indole derivatives were synthesized. Then, to form new carbazoles, Diels-Alder reactivity of these vinylindoles was studied with various dienophiles. During the cycloaddition reaction, unusual Morita-Baylis-Hillman-type products were observed. The structure and the formation mechanism of the products is discussed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.081