3-[2-(4-chlorophenyl)-4-phenylbut-3-yn-2-yl]-1H-indole | 1243327-54-9

• 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: 3-[2-(4-chlorophenyl)-4-phenylbut-3-yn-2-yl]-1H-indole
• CAS: 1243327-54-9
• 化学式: C₂₄H₁₈ClN
• 分子量: 355.867
• InChiKey: HOKAGBILIHKKJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  2-(4-chlorophenyl)-4-phenylbut-3-yn-2-ol 、 吲哚 在 cerium(III) chloride 、 zinc(II) oxide 作用下， 以 硝基甲烷 为溶剂， 反应 2.0h， 以78%的产率得到3-[2-(4-chlorophenyl)-4-phenylbut-3-yn-2-yl]-1H-indole
  参考文献：
  名称：

  Anhydrous CeCl3 catalyzed C3-selective propargylation of indoles with tertiary alcohols

  摘要：

  Anhydrous CeCl3 was successfully used as catalyst for the synthesis of several 3-propargyl indoles in good yields through the reaction of indole with propargyl alcohols in nitromethane. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.06.112

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.
• Anhydrous CeCl3 catalyzed C3-selective propargylation of indoles with tertiary alcohols
  作者：Claudio C. Silveira、Samuel R. Mendes、Lucas Wolf、Guilherme M. Martins

  DOI：10.1016/j.tetlet.2010.06.112

  日期：2010.8

  Anhydrous CeCl3 was successfully used as catalyst for the synthesis of several 3-propargyl indoles in good yields through the reaction of indole with propargyl alcohols in nitromethane. (C) 2010 Elsevier Ltd. All rights reserved.