2-Phenyl-6-(2-phenylethynyl)-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraene | 1186131-65-6

• 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-Phenyl-6-(2-phenylethynyl)-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraene
• 英文别名: 2-phenyl-6-(2-phenylethynyl)-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraene
• CAS: 1186131-65-6
• 化学式: C₂₅H₁₉N
• 分子量: 333.433
• InChiKey: IZFJRUGAEZNTGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 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 、 苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以72%的产率得到2-Phenyl-6-(2-phenylethynyl)-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-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.