bis-[3-(carboxyethyl)-1H-indol-2-yl]-(4-nitrophenyl)-methane

• 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: bis-[3-(carboxyethyl)-1H-indol-2-yl]-(4-nitrophenyl)-methane
• 英文别名: 3-[2-[[3-(2-carboxyethyl)-1H-indol-2-yl]-(4-nitrophenyl)methyl]-1H-indol-3-yl]propanoic acid
• 化学式: C₂₉H₂₅N₃O₆
• 分子量: 511.534
• InChiKey: FDQJKPYJGOBFJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  152
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-吲哚丙酸 、 对硝基苯甲醛 在 HMTAB 作用下， 以 乙腈 为溶剂， 反应 0.07h， 以98%的产率得到bis-[3-(carboxyethyl)-1H-indol-2-yl]-(4-nitrophenyl)-methane
  参考文献：
  名称：

  Hexamethylenetetraamine-Bromine Catalyzed Rapid and Efficient Synthesis of Bis(indolyl)methanes

  摘要：

  Highly rapid and convenient syntheses of bis(indolyl)methanes in excellent yields were carried out using the inexpensive and easily available catalyst, hexamethylenetetraamine-bromine (HMTAB). Mild reaction conditions, short reaction times, and excellent yields are important features of this method.

  DOI：

  10.1007/s00706-004-0206-6

文献信息

• One-Pot Synthesis of Bisindolylmethanes from Benzyl Alcohols and Indoles Using Catalytic Iodine and Molecular Oxygen under Visible Light Irradiation
  作者：Akichika Itoh、Tomoya Nobuta、Akitoshi Fujiya、Norihiro Tada、Tsuyoshi Miura

  DOI：10.1055/s-0032-1317508

  日期：——

  Bisindolylmethanes can be directly synthesized from benzyl alcohol and indole in up to 86% yield using molecular oxygen, visible light, and catalytic iodine, which serves as both an oxidant and a Lewis acid.
• Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl)methanes under mild conditions
  作者：B.P. Bandgar、K.A. Shaikh

  DOI：10.1016/s0040-4039(03)00032-7

  日期：2003.2

  Highly rapid and efficient electrophilic substitution reactions of indoles with various aldehydes and ketones were carried out using I-2 in CH3CN to afford the corresponding bis(indolyl)methanes in excellent yields. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Hexamethylenetetraamine-Bromine Catalyzed Rapid and Efficient Synthesis of Bis(indolyl)methanes
  作者：Babasaheb P. Bandgar、Sampada V. Bettigeri、Neeta S. Joshi

  DOI：10.1007/s00706-004-0206-6

  日期：2004.10

  Highly rapid and convenient syntheses of bis(indolyl)methanes in excellent yields were carried out using the inexpensive and easily available catalyst, hexamethylenetetraamine-bromine (HMTAB). Mild reaction conditions, short reaction times, and excellent yields are important features of this method.