3,3,11-trimethyl-2,3-dihydro-1H-indolo[1,2-a]indole | 1020202-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3,11-trimethyl-2,3-dihydro-1H-indolo[1,2-a]indole
• 英文别名: 7,7,10-Trimethyl-8,9-dihydroindolo[1,2-a]indole
• CAS: 1020202-69-0
• 化学式: C₁₈H₁₉N
• 分子量: 249.356
• InChiKey: XYWNYPAFYXNHMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  {3-[3-(2-azido-phenyl)-1-methyl-propa-1,2-dienyl]-6,6-dimethyl-cyclohex-2-enyloxy}-tert-butyl-dimethyl-silane 在 copper(l) iodide 、 silica gel 作用下， 以 乙腈 、 乙醚 、 正己烷 为溶剂， 以62%的产率得到10-(tert-butyl-dimethyl-silanyloxy)-6,9,9-trimethyl-5,7,8,9,10,10a-hexahydroindeno[2,1-b]-indole
  参考文献：
  名称：

  Allenyl Azide Cycloaddition Chemistry. Photochemical Initiation and CuI Mediation Leads to Improved Regioselectivity

  摘要：

  Irradiation of 2-(3-alkenyl)allenylphenyl azides in the presence of excess Cul furnished functionalized 2,3-cyclopentenylindoles in good yield with only trace amounts of competitive C-N-bonded regioisomeric products. These results represent a significant departure from the modestto-nonexistent regioselectivity that attended thermal cyclization of these allenyl azide substrates.

  DOI：

  10.1021/ol800429j

文献信息

• Allenyl Azide Cycloaddition Chemistry. Photochemical Initiation and CuI Mediation Leads to Improved Regioselectivity
  作者：Ken S. Feldman、D. Keith Hester、Carlos Silva López、Olalla Nieto Faza

  DOI：10.1021/ol800429j

  日期：2008.4.1

  Irradiation of 2-(3-alkenyl)allenylphenyl azides in the presence of excess Cul furnished functionalized 2,3-cyclopentenylindoles in good yield with only trace amounts of competitive C-N-bonded regioisomeric products. These results represent a significant departure from the modestto-nonexistent regioselectivity that attended thermal cyclization of these allenyl azide substrates.