3-bromo-5-ethyl-1,2-dimethyl-1H-indole

• 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-bromo-5-ethyl-1,2-dimethyl-1H-indole
• 英文别名: 3-Bromo-5-ethyl-1,2-dimethylindole；3-bromo-5-ethyl-1,2-dimethylindole
• 化学式: C₁₂H₁₄BrN
• 分子量: 252.154
• InChiKey: ZTIQZIMNZJDRTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  二苯甲酮 、 3-bromo-5-ethyl-1,2-dimethyl-1H-indole 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以51%的产率得到(5-methoxy-1,2-dimethyl-1H-indol-3-yl)diphenylmethanol
  参考文献：
  名称：

  First Evidence of 1,3-Bis-indolylallenes: Generation by a Sequential Double Nucleophilic Process from Ynones

  摘要：

  The first examples of 1,3-bis-indol-3-ylallenes (1,3-BIAs) are described. They have been generated by addition of a 3-lithioindole reactant to tetramethylsilane-protected mono- and di-alkynyl ketones. The one-pot preparation of 1,3-BIAs is enabled by both the double electrophilic character of the ynone substrates and the double nucleophilic character of the lithio-enamine function of the indolyl moiety, leading to a transient azafulvenium intermediate.

  DOI：

  10.1080/00397911.2014.961198

文献信息

• First Evidence of 1,3-Bis-indolylallenes: Generation by a Sequential Double Nucleophilic Process from Ynones
  作者：Iaroslav Baglai、Valérie Maraval、Zoia V. Voitenko、Carine Duhayon、Yulian M. Volovenko、Remi Chauvin

  DOI：10.1080/00397911.2014.961198

  日期：2015.1.17

  The first examples of 1,3-bis-indol-3-ylallenes (1,3-BIAs) are described. They have been generated by addition of a 3-lithioindole reactant to tetramethylsilane-protected mono- and di-alkynyl ketones. The one-pot preparation of 1,3-BIAs is enabled by both the double electrophilic character of the ynone substrates and the double nucleophilic character of the lithio-enamine function of the indolyl moiety, leading to a transient azafulvenium intermediate.