3-(1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-yl)-1H-indole | 1196481-89-6

• 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-(1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-yl)-1H-indole
• 英文别名: 3-(1-(4-methoxyphenyl)-3-phenylprop-2-ynyl)-1H-indole；3-[1-(4-methoxyphenyl)-3-phenylprop-2-ynyl]-1H-indole
• CAS: 1196481-89-6
• 化学式: C₂₄H₁₉NO
• 分子量: 337.421
• InChiKey: SKNDGCIACBHNKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 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：
  25
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吲哚 、 1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ol 在 aluminium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 1.17h， 以90%的产率得到3-(1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-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

• Amberlite IR-120H as an efficient and versatile solid phase catalyst for nucleophilic substitution of propargylic alcohols
  作者：Satheesh Gujarathi、Howard P. Hendrickson、Guangrong Zheng

  DOI：10.1016/j.tetlet.2013.04.120

  日期：2013.7

  A highly efficient Amberlite IR-120H resin mediated nucleophilic substitution of the hydroxyl group of propargylic alcohols with a wide range of nucleophiles is reported. The reactions were achieved under very mild conditions in excellent yields. (c) 2013 Elsevier Ltd. All rights reserved.
• DDQ-mediated oxidative cross-coupling between propargylic sp3 and indoles sp2 carbons
  作者：G.L.V. Damu、J. Jon Paul Selvam、C. Venkata Rao、Y. Venkateswarlu

  DOI：10.1016/j.tetlet.2009.08.075

  日期：2009.11

  DDQ-catalyzed oxidative cross-coupling reaction between indoles and propargyl compounds is reported for the first time. The reaction involves direct carbon-carbon bond formation between sp(2) carbons of indoles and sp(3) carbons of propargylates to yield the corresponding propargyl indoles in good yields with high selectivity. (C) 2009 Elsevier Ltd. All rights reserved.