N-(2-((4-acetylphenyl)ethynyl)phenyl)formamide | 1200688-15-8

• 英文名称: N-(2-((4-acetylphenyl)ethynyl)phenyl)formamide
• CAS: 1200688-15-8
• 化学式: C₁₇H₁₃NO₂
• 分子量: 263.296
• InChiKey: JTHWTCPLODLHAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.86
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-((4-acetylphenyl)ethynyl)phenyl)formamide 在 N,N-二异丙基乙胺 、 三氯氧磷 、 四丁基氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以93%的产率得到
  参考文献：
  名称：

  Tetrabutylammonium chloride-triggered 6-endo cyclization of o-alkynylisocyanobenzenes: an efficient synthesis of 2-chloro-3-substituted quinolines

  摘要：

  A highly efficient one-pot synthesis of 2-chloro-3-substituted quinolines has been developed by tetrabutylammonium chloride-triggered 6-endo cyclization of o-alkynylisocyanobenzenes, which are generated in situ by dehydration of the corresponding N-(2-ethynylphenyl)formamides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.096
• 作为产物：
  描述：

  甲乙酐 、 1-(4-((2-aminophenyl)ethynyl)phenyl)ethan-1-one 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(2-((4-acetylphenyl)ethynyl)phenyl)formamide
  参考文献：
  名称：

  Synthesis of 2-Alkoxy(aroxy)-3-substituted Quinolines by DABCO-Promoted Cyclization of o-Alkynylaryl Isocyanides

  摘要：

  Diversified 2-alkoxy- and 2-aroxy-3-substituted quinolines were synthesized from o-alkynylaryl isocyanides and alcohols and phenols promoted by DABCO, respectively. The reaction was initiated by nucleophilic addition of DABCO to isocyanide and subsequent cycliztion, leading to a DABCO-quinoline-based adduct as the reactive intermediate, followed by substitution of the DABCO moiety with oxygenated nucleophiles.

  DOI：

  10.1021/jo1017525