5-chloro-3-(1,3-diphenylprop-1-yn-3-yl)-1H-indole | 1393095-21-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 5-chloro-3-(1,3-diphenylprop-1-yn-3-yl)-1H-indole
• 英文别名: 5-chloro-3-(1,3-diphenylprop-2-ynyl)-1H-indole
• CAS: 1393095-21-0
• 化学式: C₂₃H₁₆ClN
• 分子量: 341.84
• InChiKey: CQMRQMZVLWUUNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,3-二苯基-2-丙炔-1-醇 、 5-氯吲哚 在 aluminium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以90%的产率得到5-chloro-3-(1,3-diphenylprop-1-yn-3-yl)-1H-indole
  参考文献：
  名称：

  An Al(OTf)3-catalyzed environmentally benign process for the propargylation of indoles

  摘要：

  Al(OTf)(3) catalyzed the alkylation of indoles using secondary/tertiary propargylic alcohols to produce 3-propargylated indoles in excellent yields with high selectivity. The reactions were performed in air with commercial grade solvents, and water was the only side product of the process. The catalyst was recovered after completion of the reaction and re-used with minimum loss of activity over three cycles. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.095

文献信息

• An Al(OTf)3-catalyzed environmentally benign process for the propargylation of indoles
  作者：Mukut Gohain、Charlene Marais、Barend C.B. Bezuidenhoudt

  DOI：10.1016/j.tetlet.2012.06.095

  日期：2012.8

  Al(OTf)(3) catalyzed the alkylation of indoles using secondary/tertiary propargylic alcohols to produce 3-propargylated indoles in excellent yields with high selectivity. The reactions were performed in air with commercial grade solvents, and water was the only side product of the process. The catalyst was recovered after completion of the reaction and re-used with minimum loss of activity over three cycles. (c) 2012 Elsevier Ltd. All rights reserved.