1,1'-dimethyl-1H,1'H-[2,3'-biindole]-3-carbonitrile | 1367828-62-3

• 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: 1,1'-dimethyl-1H,1'H-[2,3'-biindole]-3-carbonitrile
• 英文别名: 1-Methyl-2-(1-methylindol-3-yl)indole-3-carbonitrile；1-methyl-2-(1-methylindol-3-yl)indole-3-carbonitrile
• CAS: 1367828-62-3
• 化学式: C₁₉H₁₅N₃
• 分子量: 285.348
• InChiKey: MNEZLKWGGIJVMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  33.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 在 potassiumhexacyanoferrate(II) trihydrate 、 copper diacetate 、 palladium diacetate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 1,1'-dimethyl-1H,1'H-[2,3'-biindole]-3-carbonitrile
  参考文献：
  名称：

  A palladium-catalyzed one-pot procedure for the regioselective dimerization and cyanation of indoles

  摘要：

  A one-pot method for the regioselective dimerization and cyanation of indoles has been developed. The reaction uses safe and nontoxic K-4[Fe(CN)(6)]center dot 3H(2)O as the cyanating agent which introduces selectively a cyano group into the 3-position of biindoles with high efficiency. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.01.129

文献信息

• Palladium catalyzed nitrile insertion and cyanation of biindoles: Synthesis of indole fused α-carboline scaffolds via double C–H activation
  作者：Adula Kalyani、R.N. Prasad Tulichala、Sachin Chauhan、K.C. Kumara Swamy

  DOI：10.1016/j.tetlet.2021.153600

  日期：2022.1

  A palladium-catalyzed synthesis of indole fused α-carbolines (pyridodiindoles) from 2,3′-biindoles and nitriles has been developed. This conversion involves the double C–H activation and cyclization of 2,3′-biindoles with nitriles via C–C and C–N bond formation in a single step. However, C-3 cyanated biindoles were formed through a retro-Mannich pathway when the reaction was carried out with ethyl

  已经开发了由 2,3'-双吲哚和腈类合成吲哚稠合 α-咔啉（吡啶二吲哚）的钯催化合成方法。这种转化涉及在一个步骤中通过 C-C 和 C-N 键形成 2,3'-双吲哚与腈的双 C-H 活化和环化。然而，当与氰基乙酸乙酯进行反应时，C-3 氰化双吲哚通过逆曼尼希途径形成。
• A palladium-catalyzed one-pot procedure for the regioselective dimerization and cyanation of indoles
  作者：Ebrahim Kianmehr、Mohammad Ghanbari、Nasser Faghih、Frank Rominger

  DOI：10.1016/j.tetlet.2012.01.129

  日期：2012.4

  A one-pot method for the regioselective dimerization and cyanation of indoles has been developed. The reaction uses safe and nontoxic K-4[Fe(CN)(6)]center dot 3H(2)O as the cyanating agent which introduces selectively a cyano group into the 3-position of biindoles with high efficiency. (C) 2012 Elsevier Ltd. All rights reserved.