2,6-bis[(N,N-diethylamino)methyl]-1,7-bis(p-toluenesulfonyl)pyrrolo[3,2-f]indole | 1159200-20-0

• 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: 2,6-bis[(N,N-diethylamino)methyl]-1,7-bis(p-toluenesulfonyl)pyrrolo[3,2-f]indole
• 英文别名: N-[[2-(diethylaminomethyl)-1,7-bis-(4-methylphenyl)sulfonylpyrrolo[3,2-f]indol-6-yl]methyl]-N-ethylethanamine
• CAS: 1159200-20-0
• 化学式: C₃₄H₄₂N₄O₄S₂
• 分子量: 634.864
• InChiKey: LQCWUAGPTLWWIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  44
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 N,N'-(4,6-diethynyl-1,3-phenylene)bis(p-toluenesulfonamide) 、 二乙胺 在 copper(l) iodide 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.58h， 以34%的产率得到2,6-bis[(N,N-diethylamino)methyl]-1,7-bis(p-toluenesulfonyl)pyrrolo[3,2-f]indole
  参考文献：
  名称：

  Efficient Synthesis of Aminomethylated Pyrroloindoles and Dipyrrolopyridines via Controlled Copper-Catalyzed Domino Multicomponent Coupling and Bis-cyclization

  摘要：

  Efficient methods for the synthesis of pyrrole-fused indole derivatives via domino copper-catalyzed multicomponent coupling and bis-cyclization have been developed. The mono- or bis-aminomethylated pyrroloindoles and dipyrrolopyridines were selectively obtained in moderate to excellent yields by a controlled Mannich-type reaction-cyclization of 4,6-diethynyl-1,3-phenylenediamine or its pyridine congener with paraformaldehyde and a secondary amine. The high-yielding bis-cyclization of terminal alkynes without using Mannich-type reactions is also presented.

  DOI：

  10.1021/jo900681p

文献信息

• Efficient Synthesis of Aminomethylated Pyrroloindoles and Dipyrrolopyridines via Controlled Copper-Catalyzed Domino Multicomponent Coupling and Bis-cyclization
  作者：Yamato Suzuki、Yusuke Ohta、Shinya Oishi、Nobutaka Fujii、Hiroaki Ohno

  DOI：10.1021/jo900681p

  日期：2009.6.5

  Efficient methods for the synthesis of pyrrole-fused indole derivatives via domino copper-catalyzed multicomponent coupling and bis-cyclization have been developed. The mono- or bis-aminomethylated pyrroloindoles and dipyrrolopyridines were selectively obtained in moderate to excellent yields by a controlled Mannich-type reaction-cyclization of 4,6-diethynyl-1,3-phenylenediamine or its pyridine congener with paraformaldehyde and a secondary amine. The high-yielding bis-cyclization of terminal alkynes without using Mannich-type reactions is also presented.