1-(5-methyl-3-(3-oxobutyl)-1H-indol-2-yl)octan-3-one | 1228926-80-4

• 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: 1-(5-methyl-3-(3-oxobutyl)-1H-indol-2-yl)octan-3-one
• 英文别名: 1-[5-methyl-3-(3-oxobutyl)-1H-indol-2-yl]octan-3-one
• CAS: 1228926-80-4
• 化学式: C₂₁H₂₉NO₂
• 分子量: 327.467
• InChiKey: QGDKHLSMFRQANZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  49.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(5-甲基-1H-吲哚-3-基)丁烷-2-酮 、 1-辛烯-3-酮 在 iron(II) tetrafluoroborate hexahydrate 、 氧气 作用下， 反应 72.0h， 以70%的产率得到1-(5-methyl-3-(3-oxobutyl)-1H-indol-2-yl)octan-3-one
  参考文献：
  名称：

  Iron salt-catalyzed cascade type one-pot double alkylation of indole with vinyl ketones

  摘要：

  Indole was reacted with vinyl ketones in the presence of 5-8 mol% of iron (II) tetrafluoroborate or iron (III) perchlorate to give 2,3-dialkylated products; initial alkylation took place at 3-position on the indole ring and subsequent alkylation occurred at 2-position. It was found that the first alkylation proceeded very quickly, while the reaction rate of the second alkylation was very slow. Using this, cascade type synthesis of 2,3-dialkylated-indoles has been accomplished using iron (III)salt as catalyst. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.03.094

文献信息

• Iron salt-catalyzed cascade type one-pot double alkylation of indole with vinyl ketones
  作者：Jun-ka Kobayashi、Shin-ichiro Matsui、Koji Ogiso、Shuichi Hayase、Motoi Kawatsura、Toshiyuki Itoh

  DOI：10.1016/j.tet.2010.03.094

  日期：2010.5

  Indole was reacted with vinyl ketones in the presence of 5-8 mol% of iron (II) tetrafluoroborate or iron (III) perchlorate to give 2,3-dialkylated products; initial alkylation took place at 3-position on the indole ring and subsequent alkylation occurred at 2-position. It was found that the first alkylation proceeded very quickly, while the reaction rate of the second alkylation was very slow. Using this, cascade type synthesis of 2,3-dialkylated-indoles has been accomplished using iron (III)salt as catalyst. (C) 2010 Elsevier Ltd. All rights reserved.