N-phenyl-N'-[2-(p-tolylethynyl)phenyl]methanediimine | 1588986-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-phenyl-N'-[2-(p-tolylethynyl)phenyl]methanediimine
• CAS: 1588986-89-3
• 化学式: C₂₂H₁₆N₂
• 分子量: 308.382
• InChiKey: OCAXEPUNEATRGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.53
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-phenyl-N'-[2-(p-tolylethynyl)phenyl]methanediimine 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 0.9h， 生成 (E)-2-ethyl-4-(4-methylbenzylidene)-3-phenyl-3,4-dihydroquinazoline
  参考文献：
  名称：

  Lewis Acid-Catalyzed or Base-Promoted Regioselective Cycloisomerization ofN-Imidoyl-o-alkynylanilines for Synthesis ofN-Imidoyl-(1 H)-indoles and 4-Alkylidene-3,4-dihydroquinazolines

  摘要：

  AbstractProduct selectivity control for the synthesis of imidoylindoles and 4‐alkylidenedihydroquinazolines from N‐imidoyl‐o‐alkynylanilines via silver triflate‐catalyzed cycloisomerization or tetrabutylammonium fluoride‐promoted cyclization is described. The product selectivity depends mainly on the catalyst/promoter used, and on the substituents on the alkyne and amidine functions of the substrates.magnified image

  DOI：

  10.1002/adsc.201401186
• 作为产物：
  描述：

  2 -(甲基苯乙炔基)苯胺 在 六氯乙烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.58h， 生成 N-phenyl-N'-[2-(p-tolylethynyl)phenyl]methanediimine
  参考文献：
  名称：

  Lewis Acid-Catalyzed or Base-Promoted Regioselective Cycloisomerization ofN-Imidoyl-o-alkynylanilines for Synthesis ofN-Imidoyl-(1 H)-indoles and 4-Alkylidene-3,4-dihydroquinazolines

  摘要：

  AbstractProduct selectivity control for the synthesis of imidoylindoles and 4‐alkylidenedihydroquinazolines from N‐imidoyl‐o‐alkynylanilines via silver triflate‐catalyzed cycloisomerization or tetrabutylammonium fluoride‐promoted cyclization is described. The product selectivity depends mainly on the catalyst/promoter used, and on the substituents on the alkyne and amidine functions of the substrates.magnified image

  DOI：

  10.1002/adsc.201401186

文献信息

• Synthesis of Indolyl Imidazole Derivatives via Base-Promoted Tandem Reaction of <i>N</i>-[2-(1-Alkynyl)phenyl]carbodiimides with Isocyanides
  作者：Wenyan Hao、Yuanyuan Jiang、Mingzhong Cai

  DOI：10.1021/jo402552c

  日期：2014.4.18

  An efficient route to indolyl imidazole derivatives has been developed through a base-promoted tandem reaction of N-[2-(1-alkynyl)phenyl]carbodiimides with isocyanides in DMSO at 40 °C. The present tandem process allows the assembly of a variety of indolyl imidazole derivatives in moderate to good yields.

  通过在40°C的DMSO中N- [2-（1-炔基）苯基]碳二亚胺与异氰化物的碱促进的串联反应，已经开发出吲哚基咪唑衍生物的有效途径。本发明的串联方法允许以中等至良好的产率组装多种吲哚基咪唑衍生物。