5-(4-chlorophenyl)-1-cyclopropyl-3-methylnaphtho[1,8-fg]pyrazolo[3,4-c]isoquinolin-6(3H)-one | 1398122-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-(4-chlorophenyl)-1-cyclopropyl-3-methylnaphtho[1,8-fg]pyrazolo[3,4-c]isoquinolin-6(3H)-one
• 英文别名: 9-(4-Chlorophenyl)-4-cyclopropyl-6-methyl-5,6,8-triazapentacyclo[10.7.1.02,10.03,7.016,20]icosa-1(19),2,4,7,9,12,14,16(20),17-nonaen-11-one；9-(4-chlorophenyl)-4-cyclopropyl-6-methyl-5,6,8-triazapentacyclo[10.7.1.02,10.03,7.016,20]icosa-1(19),2,4,7,9,12,14,16(20),17-nonaen-11-one
• CAS: 1398122-87-6
• 化学式: C₂₇H₁₈ClN₃O
• 分子量: 435.912
• InChiKey: OMEHLPHMUGCEQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3-双(4-氯苯基)-1,3-丙二酮 、 3-环丙基-1-甲基-吡唑-5-胺 、 苊醌 在 溶剂黄146 作用下， 以75%的产率得到5-(4-chlorophenyl)-1-cyclopropyl-3-methylnaphtho[1,8-fg]pyrazolo[3,4-c]isoquinolin-6(3H)-one
  参考文献：
  名称：

  Efficient Multicomponent Strategy to Pentacyclic Pyrazole-Fused Naphtho[1,8-fg]isoquinolines through Cleavage of Two Carbon–Carbon Bonds

  摘要：

  Multicomponent reactions of acenaphthylene-1,2-dione with diaroylmethanes and electron-rich pyrazol-5-amines have been discovered. A series of new and polyfunctionalized pentacyclic pyrazole-fused naphtho[1,8-fg]isoquinolines were regioselectively synthesized. The reactions were easy to perform simply by mixing three common reactants in AcOH. During these reaction processes, the insertion of active methylene of diaroylmethane into the sp(2)-sp(2) C-C bond of the cyclohexa-2,5-dienone ring was readily achieved and two C-C bonds were cleaved under transition-metal-free conditions.

  DOI：

  10.1021/ol302452j

文献信息

• Efficient Multicomponent Strategy to Pentacyclic Pyrazole-Fused Naphtho[1,8-<i>fg</i>]isoquinolines through Cleavage of Two Carbon–Carbon Bonds
  作者：Wen-Juan Hao、Xiao-Ping Xu、Hui-Wen Bai、Shun-Yi Wang、Shun-Jun Ji

  DOI：10.1021/ol302452j

  日期：2012.9.21

  Multicomponent reactions of acenaphthylene-1,2-dione with diaroylmethanes and electron-rich pyrazol-5-amines have been discovered. A series of new and polyfunctionalized pentacyclic pyrazole-fused naphtho[1,8-fg]isoquinolines were regioselectively synthesized. The reactions were easy to perform simply by mixing three common reactants in AcOH. During these reaction processes, the insertion of active methylene of diaroylmethane into the sp(2)-sp(2) C-C bond of the cyclohexa-2,5-dienone ring was readily achieved and two C-C bonds were cleaved under transition-metal-free conditions.