N-{(1H-indol-3-yl)[2-(phenylethynyl)phenyl]methyl}-N-methylaniline | 1569270-48-9

• 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: N-{(1H-indol-3-yl)[2-(phenylethynyl)phenyl]methyl}-N-methylaniline
• CAS: 1569270-48-9
• 化学式: C₃₀H₂₄N₂
• 分子量: 412.534
• InChiKey: KYOZYHHGXAOQEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.79
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  19.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-{(1H-indol-3-yl)[2-(phenylethynyl)phenyl]methyl}-N-methylaniline 在 碘 、 三乙胺 作用下， 以 氯仿 为溶剂， 生成 9-iodo-N-methyl-N,10-diphenyl-12-azatetracyclo[9.7.0.0^3,8.0^13,18]octadeca-1(11),3(8),4,6,9,13,15,17-octaen-2-amine
  参考文献：
  名称：

  碘介导的2-炔基苯甲醛和吲哚的级联反应：轻松获得四环吲哚并唑衍生物

  摘要：

  AbstractThe synthesis of iodo‐substituted tetracyclic indole fused azulene derivatives was achieved from the reaction of 2‐(substituted phenylethynyl)benzaldehydes and different indoles in the presence of molecular iodine. The reaction involves the formation of a bisindole from the corresponding 2‐(substituted phenylethynyl)benzaldehyde and indole followed by iodocyclization in a one‐pot cascade process. A wide range of 2‐(substituted phenylethynyl)benzaldehydes and indoles were utilized in this protocol to derive a diverse range of iodo‐substituted tetracyclic indole fused azulene derivatives in moderate to good yields. Further functionalizations of the iodo‐substituted tetracyclic indole fused azulenes were achieved by various palladium‐catalyzed cross‐coupling reactions to generate highly substituted tetracyclic indole fused azulene derivatives.magnified image

  DOI：

  10.1002/adsc.201300421
• 作为产物：
  描述：

  吲哚 、 2-苯基乙炔基苯甲醛 、 N-甲基苯胺 在 溴化二甲基溴化锍 作用下， 以 乙醇 、 乙醇-D1 为溶剂， 反应 15.33h， 生成 N-{(1H-indol-3-yl)[2-(phenylethynyl)phenyl]methyl}-N-methylaniline
  参考文献：
  名称：

  碘介导的2-炔基苯甲醛和吲哚的级联反应：轻松获得四环吲哚并唑衍生物

  摘要：

  AbstractThe synthesis of iodo‐substituted tetracyclic indole fused azulene derivatives was achieved from the reaction of 2‐(substituted phenylethynyl)benzaldehydes and different indoles in the presence of molecular iodine. The reaction involves the formation of a bisindole from the corresponding 2‐(substituted phenylethynyl)benzaldehyde and indole followed by iodocyclization in a one‐pot cascade process. A wide range of 2‐(substituted phenylethynyl)benzaldehydes and indoles were utilized in this protocol to derive a diverse range of iodo‐substituted tetracyclic indole fused azulene derivatives in moderate to good yields. Further functionalizations of the iodo‐substituted tetracyclic indole fused azulenes were achieved by various palladium‐catalyzed cross‐coupling reactions to generate highly substituted tetracyclic indole fused azulene derivatives.magnified image

  DOI：

  10.1002/adsc.201300421