3-Benzoyl-1a,2,3,7b-tetrahydro-1-oxa-3-aza-cyclopropa[a]naphthalene-2-carbonitrile

• 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: 3-Benzoyl-1a,2,3,7b-tetrahydro-1-oxa-3-aza-cyclopropa[a]naphthalene-2-carbonitrile
• 英文别名: 3-benzoyl-2,7b-dihydro-1aH-oxireno[2,3-c]quinoline-2-carbonitrile
• 化学式: C₁₇H₁₂N₂O₂
• 分子量: 276.294
• InChiKey: VOYWJNWCKFCMPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Benzoyl-1a,2,3,7b-tetrahydro-1-oxa-3-aza-cyclopropa[a]naphthalene-2-carbonitrile 在 四氢吡咯 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以76%的产率得到1-benzoyl-4-oxo-1,2,3,4-tetrahydroquinoline-2-carbonitrile
  参考文献：
  名称：

  An Alternative Route to 4-Hydroxyquinolines, Yielding Utilizable Amides as Second Products

  摘要：

  Reissert epoxides, crystalline oxidation products of quinoline Reissert compounds, obtained by treatment of Reissert compounds with peracids, react with N-nucleophiles to 4-hydroxyquinolines. Depending on the choosed acyl group of the Reissert compound and the selected amine, various secondary and tertiary amides are available as second products under mild conditions.

  DOI：

  10.1080/00397919408010170

文献信息

• An Alternative Route to 4-Hydroxyquinolines, Yielding Utilizable Amides as Second Products
  作者：Martin Kratzel、Romana Hiessböck

  DOI：10.1080/00397919408010170

  日期：1994.6

  Reissert epoxides, crystalline oxidation products of quinoline Reissert compounds, obtained by treatment of Reissert compounds with peracids, react with N-nucleophiles to 4-hydroxyquinolines. Depending on the choosed acyl group of the Reissert compound and the selected amine, various secondary and tertiary amides are available as second products under mild conditions.