6-cyano-8-(3,5-dimethylphenyl)ethynyl-1,2,3,4-tetrahydroquinoline | 853021-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-cyano-8-(3,5-dimethylphenyl)ethynyl-1,2,3,4-tetrahydroquinoline
• 英文别名: 8-[2-(3,5-Dimethylphenyl)ethynyl]-1,2,3,4-tetrahydroquinoline-6-carbonitrile；8-[2-(3,5-dimethylphenyl)ethynyl]-1,2,3,4-tetrahydroquinoline-6-carbonitrile
• CAS: 853021-71-3
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: ZVRSLDJKYIIFIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-cyano-8-(3,5-dimethylphenyl)ethynyl-1,2,3,4-tetrahydroquinoline 在 palladium dichloride 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以87%的产率得到8-cyano-2-(3,5-dimethylphenyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline
  参考文献：
  名称：

  Palladium(II)-catalyzed heterocyclisation of 8-arylethynyl-1,2,3,4-tetrahydroquinolines: a facile route to 2-aryl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline derivatives

  摘要：

  Dihydropyrroloquinolines have been synthesized reacting 8-arylethynyl-1,2,3,4-tetrahydroquinolines in the presence of palladium(II) chloride catalyst. Heteroannulation has been achieved in good yields and tolerates substituents on the tetrahydroquinoline, including bromo, cyano, and ester. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.041
• 作为产物：
  描述：

  1,2,3,4-四氢喹啉-6-甲腈 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 一氯化碘 、 三乙胺 、 calcium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成 6-cyano-8-(3,5-dimethylphenyl)ethynyl-1,2,3,4-tetrahydroquinoline
  参考文献：
  名称：

  Palladium(II)-catalyzed heterocyclisation of 8-arylethynyl-1,2,3,4-tetrahydroquinolines: a facile route to 2-aryl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline derivatives

  摘要：

  Dihydropyrroloquinolines have been synthesized reacting 8-arylethynyl-1,2,3,4-tetrahydroquinolines in the presence of palladium(II) chloride catalyst. Heteroannulation has been achieved in good yields and tolerates substituents on the tetrahydroquinoline, including bromo, cyano, and ester. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.041

文献信息

• Palladium(II)-catalyzed heterocyclisation of 8-arylethynyl-1,2,3,4-tetrahydroquinolines: a facile route to 2-aryl-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline derivatives
  作者：Pascal Marchand、Alain Puget、Guillaume Le Baut、Peter Emig、Michael Czech、Eckhard Günther

  DOI：10.1016/j.tet.2005.02.041

  日期：2005.4

  Dihydropyrroloquinolines have been synthesized reacting 8-arylethynyl-1,2,3,4-tetrahydroquinolines in the presence of palladium(II) chloride catalyst. Heteroannulation has been achieved in good yields and tolerates substituents on the tetrahydroquinoline, including bromo, cyano, and ester. (c) 2005 Elsevier Ltd. All rights reserved.