methyl-3-(4-oxo-4-phenylbutyl)-[1H]-5-indolecarboxylate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl-3-(4-oxo-4-phenylbutyl)-[1H]-5-indolecarboxylate
• 英文别名: methyl 3-(4-oxo-4-phenylbutyl)-1H-indole-5-carboxylate
• 化学式: C₂₀H₁₉NO₃
• 分子量: 321.376
• InChiKey: WBORDHHTYFUILL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基环丙基甲酮 、 吲哚-5-甲酸甲酯 在 cerium(III) chloride 、 lithium iodide 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以80%的产率得到methyl-3-(4-oxo-4-phenylbutyl)-[1H]-5-indolecarboxylate
  参考文献：
  名称：

  The first example of the C-3 alkylation of indoles with cyclopropyl ketones promoted by CeCl3·7H2O/LiI

  摘要：

  Indoles undergo smooth alkylation with cyclopropyl ketones in the presence of the CeCl3 center dot 7H(2)O/LiI reagent system in refluxing acetonitrile under neutral conditions to produce the corresponding C-3 substituted indole derivatives in good to high yields and with high selectivity. The use of CeCl3 7H(2)O/LiI makes this method simple, convenient, and cost-effective. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.023

文献信息

• The first example of the C-3 alkylation of indoles with cyclopropyl ketones promoted by CeCl3·7H2O/LiI
  作者：J.S. Yadav、B.V. Subba Reddy、D. Chandrakanth、G. Satheesh

  DOI：10.1016/j.tetlet.2007.09.023

  日期：2007.11

  Indoles undergo smooth alkylation with cyclopropyl ketones in the presence of the CeCl3 center dot 7H(2)O/LiI reagent system in refluxing acetonitrile under neutral conditions to produce the corresponding C-3 substituted indole derivatives in good to high yields and with high selectivity. The use of CeCl3 7H(2)O/LiI makes this method simple, convenient, and cost-effective. (C) 2007 Elsevier Ltd. All rights reserved.