4-[(4-chlorophenyl)(1H-indol-3-yl)methyl]-N,N-diethylaniline | 1529515-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[(4-chlorophenyl)(1H-indol-3-yl)methyl]-N,N-diethylaniline
• 英文别名: 4-[(4-chlorophenyl)-(1H-indol-3-yl)methyl]-N,N-diethylaniline
• CAS: 1529515-43-2
• 化学式: C₂₅H₂₅ClN₂
• 分子量: 388.94
• InChiKey: RCYLMWKLJYFDAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吲哚 、 4-氯苯甲醛 、 N,N-二乙基苯胺 在 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以51%的产率得到4-[(4-chlorophenyl)(1H-indol-3-yl)methyl]-N,N-diethylaniline
  参考文献：
  名称：

  ZnCl 2促进了3-芳基甲基和二芳基甲基吲哚的高效一锅合成

  摘要：

  无水ZnCl 2介导的方便，一锅法合成3-芳基甲基和二芳基甲基吲哚的收率很高。在反应条件下，原位形成了动力学上稳定的双（吲哚基）甲烷产物。通过与双（吲哚基）甲烷进行压力管反应，证实了其随后在升高的温度和压力下转化为热力学稳定的3-二芳基甲基吲哚。

  DOI：

  10.1016/j.tetlet.2013.11.115

文献信息

• PMA-SiO₂–Mediated MCR in PEG-400: A Greener aza-Friedel–Crafts Reaction Leading to 3-Arylmethyl/Diarylmethyl Indoles
  作者：Dinne Naresh Kumar Reddy、Kothapalli Bannoth Chandrasekhar、Yaddanapudi Sesha Siva Ganesh、Srikanth Sharathchandra Gorantla、Siddabathuni Ramanjaneyulu、K. Shiva Kumar、Manojit Pal

  DOI：10.1080/00397911.2014.966392

  日期：2015.2.16

  A greener approach for the synthesis of 3-arylmethyl/diarylmethyl indoles has been achieved via a PMA-SiO2-mediated three-component reaction (the aza-Friedel-Crafts reaction) involving indoles, aldehydes, and N,N-disubstituted anilines in PEG-400. A variety of indole derivatives were prepared by using this operationally simple and straightforward methodology in acceptable yields.
• Corrigenda
  作者：Reddy, Dinne Naresh Kumar、Chandrasekhar, Kothapalli Bannoth、Ganesh, Yaddanapudi Sesha Siva、Gorantla, Srikanth Sharathchandra、Ramanjaneyulu, Siddabathuni、Kumar, K. Shiva、Pal, Manojit

  DOI：10.1080/00397911.2015.1087250

  日期：2015.10.18
• Magnetically separable sulfonic acid catalysed one-pot synthesis of diverse indole derivatives
  作者：Jagatheeswaran Kothandapani、Asaithampi Ganesan、Subramaniapillai Selva Ganesan

  DOI：10.1016/j.tetlet.2015.08.043

  日期：2015.10

  Fe3O4-OSO3H was identified as an efficient reusable catalyst for the facile synthesis of diarylmethyl indole derivatives under neat condition by C-C bond forming reaction. Fe3O4-OSO3H catalysis was further extended to C-N bond forming reactions and for the synthesis of spermicidal 3,3'-di(indolyl)oxindole derivative. All the products were obtained in good to excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.
• ZnCl2 promoted efficient, one-pot synthesis of 3-arylmethyl and diarylmethyl indoles
  作者：Selva Ganesan Subramaniapillai、Asaithampi Ganesan

  DOI：10.1016/j.tetlet.2013.11.115

  日期：2014.1

  mediated convenient, one-pot synthesis of 3-arylmethyl and diarylmethyl indoles was accomplished in good yields. Under reaction condition, in situ formation of kinetically stable bis(indolyl)methane product was identified. Its subsequent conversion to the thermodynamically stable 3-diarylmethyl indole at elevated temperature and pressure was confirmed by carrying out pressure tube reaction with bis(indolyl)methane

  无水ZnCl 2介导的方便，一锅法合成3-芳基甲基和二芳基甲基吲哚的收率很高。在反应条件下，原位形成了动力学上稳定的双（吲哚基）甲烷产物。通过与双（吲哚基）甲烷进行压力管反应，证实了其随后在升高的温度和压力下转化为热力学稳定的3-二芳基甲基吲哚。