1-(4-chlorophenyl)-2-methyl-1H-indole | 1410807-00-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4-chlorophenyl)-2-methyl-1H-indole
• 英文别名: N-(4-chlorophenyl)-2-methylindole；1-(4-Chlorophenyl)-2-methylindole
• CAS: 1410807-00-9
• 化学式: C₁₅H₁₂ClN
• 分子量: 241.72
• InChiKey: QGGMTCXWRKTOHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  在 copper(l) iodide 、 K₃PO₄ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94 mg的产率得到1-(4-chlorophenyl)-2-methyl-1H-indole
  参考文献：
  名称：

  Indoles Synthesized from Amines via Copper Catalysis

  摘要：

  N-Substituted indoles are synthesized from primary amines through a tandem reaction sequence. Initial condensation of the amine with an alpha-(o-haloaryl)ketone or aldehyde is followed by intramolecular aryl amination catalyzed by CuI. A variety of anilines and alkyl amines, including those with significant steric demands, are converted to indoles in high yields and with varying indole substitution.

  DOI：

  10.1021/ol400444g

文献信息

• MCM-41-immobilized bidentate nitrogen copper(I) complex: a highly efficient and recyclable catalyst for Buchwald N-arylation of indoles
  作者：Ruian Xiao、Hong Zhao、Mingzhong Cai

  DOI：10.1016/j.tet.2013.04.106

  日期：2013.7

  aryl halides was achieved in toluene at 110 °C by using 4 mol % MCM-41-immobilized bidentate nitrogen copper(I) complex [MCM-41–2N-CuI] as catalyst and K3PO4 as base, yielding a variety of N-arylindoles in good to excellent yields. The heterogeneous copper catalyst exhibited as high activity as homogeneous CuI/diamine catalytic system and can be easily prepared by a simple two-step procedure from commercially

  使用4 mol％MCM-41固定的双齿氮铜（I）络合物[MCM-41-2N-CuI]作为催化剂和K 3，在110°C的甲苯中实现了吲哚与芳基卤化物的异质N-芳基化反应以PO 4为碱，可产生多种N-芳基吲哚，收率高至优异。这种非均相铜催化剂具有与均相CuI /二胺催化体系一样高的活性，可通过简单的两步程序轻松地从市售便宜的试剂中制备，并通过简单过滤反应溶液进行回收，可重复使用10个循环，几乎持续的活动。