2-bromo-3-[(Z)-2-(2-bromo-6-methylpyridin-3-yl)ethenyl]quinoline | 942267-06-3

• 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: 2-bromo-3-[(Z)-2-(2-bromo-6-methylpyridin-3-yl)ethenyl]quinoline
• CAS: 942267-06-3
• 化学式: C₁₇H₁₂Br₂N₂
• 分子量: 404.104
• InChiKey: KUTLRQUFJQJKSZ-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromo-3-[(Z)-2-(2-bromo-6-methylpyridin-3-yl)ethenyl]quinoline 在 铜 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 26.0h， 以36%的产率得到2-methylbenzo[b]-1,10-phenanthroline
  参考文献：
  名称：

  A new approach to the 1,10-phenanthroline core

  摘要：

  A protocol for the synthesis of substituted 1,10-phenanthrolines is reported. The phenanthroline scaffold has been obtained constructing the central cycle starting from two pyridine rings. The method is hinged upon the intramolecular coupling of eiv-1,2-di(2-bromo-3-pyridyl)ethenes that are in turn obtained from the Wittig reaction of 2-bromonicotinalclehydes with phosphonium salts prepared from 2-bromo-3-(bromomethyl)pyridines. Yields up to 75% have been obtained. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.073
• 作为产物：
  描述：

  2-溴-3-(溴甲基)喹啉 在 potassium tert-butylate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-bromo-3-[(Z)-2-(2-bromo-6-methylpyridin-3-yl)ethenyl]quinoline
  参考文献：
  名称：

  A new approach to the 1,10-phenanthroline core

  摘要：

  A protocol for the synthesis of substituted 1,10-phenanthrolines is reported. The phenanthroline scaffold has been obtained constructing the central cycle starting from two pyridine rings. The method is hinged upon the intramolecular coupling of eiv-1,2-di(2-bromo-3-pyridyl)ethenes that are in turn obtained from the Wittig reaction of 2-bromonicotinalclehydes with phosphonium salts prepared from 2-bromo-3-(bromomethyl)pyridines. Yields up to 75% have been obtained. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.03.073

文献信息

• A new approach to the 1,10-phenanthroline core
  作者：Giorgio Chelucci、Daniele Addis、Salvatore Baldino

  DOI：10.1016/j.tetlet.2007.03.073

  日期：2007.5

  A protocol for the synthesis of substituted 1,10-phenanthrolines is reported. The phenanthroline scaffold has been obtained constructing the central cycle starting from two pyridine rings. The method is hinged upon the intramolecular coupling of eiv-1,2-di(2-bromo-3-pyridyl)ethenes that are in turn obtained from the Wittig reaction of 2-bromonicotinalclehydes with phosphonium salts prepared from 2-bromo-3-(bromomethyl)pyridines. Yields up to 75% have been obtained. (c) 2007 Elsevier Ltd. All rights reserved.