2,6-Diphenyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene | 1186131-68-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,6-Diphenyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene
• 英文别名: 2,6-diphenyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene
• CAS: 1186131-68-9
• 化学式: C₂₃H₁₉N
• 分子量: 309.411
• InChiKey: KODIHZLMPISCJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  6-Bromo-2-phenyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以70%的产率得到2,6-Diphenyl-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene
  参考文献：
  名称：

  C–N bond forming reaction under copper catalysis: a new synthesis of 2-substituted 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines

  摘要：

  We report copper-catalyzed intramolecular cyclization of 8-alkynyl-1,2,3,4-tetrahydroquinolines, obtained via a Pd/C-mediated Sonogashira coupling in water, to afford 2-substituted 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines. Further functionalization of the compounds synthesized was carried out under Heck, Sonogashira, and Suzuki reaction conditions. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.041

文献信息

• C–N bond forming reaction under copper catalysis: a new synthesis of 2-substituted 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines
  作者：Mohosin Layek、A.V. Dhanunjaya Rao、Vikas Gajare、Dipak Kalita、Deepak Kumar Barange、Aminul Islam、K. Mukkanti、Manojit Pal

  DOI：10.1016/j.tetlet.2009.06.041

  日期：2009.8

  We report copper-catalyzed intramolecular cyclization of 8-alkynyl-1,2,3,4-tetrahydroquinolines, obtained via a Pd/C-mediated Sonogashira coupling in water, to afford 2-substituted 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolines. Further functionalization of the compounds synthesized was carried out under Heck, Sonogashira, and Suzuki reaction conditions. (c) 2009 Elsevier Ltd. All rights reserved.