1-(2-(m-tolylethynyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole | 1239617-29-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(2-(m-tolylethynyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• 英文别名: 1-[2-[2-(3-methylphenyl)ethynyl]phenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• CAS: 1239617-29-8
• 化学式: C₂₆H₂₂N₂
• 分子量: 362.474
• InChiKey: OJLYMBNWQUQFFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  27.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-(m-tolylethynyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 在 silver hexafluoroantimonate 、 [Au(Cl)PPh₃] 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以74%的产率得到Hexafluoroantimony(1-);14-(3-methylphenyl)-3-aza-13-azoniapentacyclo[11.8.0.02,10.04,9.016,21]henicosa-1(13),2(10),4,6,8,14,16,18,20-nonaene
  参考文献：
  名称：

  Silver- and Gold-Mediated Intramolecular Cyclization to Substituted Tetracyclic Isoquinolizinium Hexafluorostilbates

  摘要：

  A convenient route for the synthesis of various charged tetracyclic isoquinolizinium hexafluorostilbates was developed using AgSbF6/AuCl(PPh3) for the intramolecular addition of amine to alkyne. The described process is tolerant of a variety of functional groups and broadens the diversity of substrates with the use of 8-substituted tetracyclic isoquinolizinium salts.

  DOI：

  10.1021/jo1006174
• 作为产物：
  描述：

  3-甲基苯乙炔 、 1-(2-iodo-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline 在 二碳酸二叔丁酯 、 sodium hydroxide 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 水 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-(2-(m-tolylethynyl)phenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
  参考文献：
  名称：

  Silver- and Gold-Mediated Intramolecular Cyclization to Substituted Tetracyclic Isoquinolizinium Hexafluorostilbates

  摘要：

  A convenient route for the synthesis of various charged tetracyclic isoquinolizinium hexafluorostilbates was developed using AgSbF6/AuCl(PPh3) for the intramolecular addition of amine to alkyne. The described process is tolerant of a variety of functional groups and broadens the diversity of substrates with the use of 8-substituted tetracyclic isoquinolizinium salts.

  DOI：

  10.1021/jo1006174

文献信息

• Silver- and Gold-Mediated Intramolecular Cyclization to Substituted Tetracyclic Isoquinolizinium Hexafluorostilbates
  作者：Fang Liu、Xiao Ding、Lei Zhang、Yu Zhou、Linxiang Zhao、Hualiang Jiang、Hong Liu

  DOI：10.1021/jo1006174

  日期：2010.9.3

  A convenient route for the synthesis of various charged tetracyclic isoquinolizinium hexafluorostilbates was developed using AgSbF6/AuCl(PPh3) for the intramolecular addition of amine to alkyne. The described process is tolerant of a variety of functional groups and broadens the diversity of substrates with the use of 8-substituted tetracyclic isoquinolizinium salts.