1-(pyridin-2-yl)-N-(quinolin-2-yl-methylene)ethanamine | 1254301-40-0

• 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: 1-(pyridin-2-yl)-N-(quinolin-2-yl-methylene)ethanamine
• 英文别名: N-(1-pyridin-2-ylethyl)-1-quinolin-2-ylmethanimine
• CAS: 1254301-40-0
• 化学式: C₁₇H₁₅N₃
• 分子量: 261.326
• InChiKey: PXCFTBVPXIJENH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(pyridin-2-yl)-N-(quinolin-2-yl-methylene)ethanamine 在 三乙胺 、 copper dichloride 、 氨 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 以40%的产率得到6'-(quinolin-2-yl)-2,2':4',2''-terpyridine
  参考文献：
  名称：

  Copper-Mediated Oxidative Cyclization of Heterocyclically Substituted Aldimines

  摘要：

  Copper-mediated cascade reactions were performed with heterocyclically substituted aldimines. These oxidative heterocyclizations include sequences of oxidations and cycloadditions or nucleophilic additions which take place in the coordination sphere of copper ions. When two heterocyclically substituted aldimines were reacted in the presence of copper (II) salts under air, pyridine derivatives were produced. In one case a 1,4-diazatricyclo-[3.2.1.0(2,7)]oct-3-ene was also formed. The basic structure of this new tetracyclic compound contains five new chirale carbon atoms. This cage-like structure has been revealed by X-ray crystallography. The synthesis of 2H-pyrroles by copper-assisted conversions of the aldimines with dimethylacetylene carboxylate or quinones was also described.

  DOI：

  10.3987/com-10-11966
• 作为产物：
  描述：

  1-(2-吡啶)乙胺 、 喹啉-2-甲醛 以 乙醇 为溶剂， 以99%的产率得到1-(pyridin-2-yl)-N-(quinolin-2-yl-methylene)ethanamine
  参考文献：
  名称：

  Copper-Mediated Oxidative Cyclization of Heterocyclically Substituted Aldimines

  摘要：

  Copper-mediated cascade reactions were performed with heterocyclically substituted aldimines. These oxidative heterocyclizations include sequences of oxidations and cycloadditions or nucleophilic additions which take place in the coordination sphere of copper ions. When two heterocyclically substituted aldimines were reacted in the presence of copper (II) salts under air, pyridine derivatives were produced. In one case a 1,4-diazatricyclo-[3.2.1.0(2,7)]oct-3-ene was also formed. The basic structure of this new tetracyclic compound contains five new chirale carbon atoms. This cage-like structure has been revealed by X-ray crystallography. The synthesis of 2H-pyrroles by copper-assisted conversions of the aldimines with dimethylacetylene carboxylate or quinones was also described.

  DOI：

  10.3987/com-10-11966

文献信息

• Copper-Mediated Oxidative Cyclization of Heterocyclically Substituted Aldimines
  作者：Manfred Döring、Daniela Pufky-Heinrich、Michael Ciesielski、Loubna Gharnati、Olaf Walter

  DOI：10.3987/com-10-11966

  日期：——

  Copper-mediated cascade reactions were performed with heterocyclically substituted aldimines. These oxidative heterocyclizations include sequences of oxidations and cycloadditions or nucleophilic additions which take place in the coordination sphere of copper ions. When two heterocyclically substituted aldimines were reacted in the presence of copper (II) salts under air, pyridine derivatives were produced. In one case a 1,4-diazatricyclo-[3.2.1.0(2,7)]oct-3-ene was also formed. The basic structure of this new tetracyclic compound contains five new chirale carbon atoms. This cage-like structure has been revealed by X-ray crystallography. The synthesis of 2H-pyrroles by copper-assisted conversions of the aldimines with dimethylacetylene carboxylate or quinones was also described.