(9ci)-n-[4-(2-丙烯基氨基)苯基]-乙酰胺 | 884059-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (9ci)-n-[4-(2-丙烯基氨基)苯基]-乙酰胺
• 英文名称: N-[4-(Allylamino)phenyl]acetamide
• 英文别名: N-[4-(prop-2-enylamino)phenyl]acetamide
• CAS: 884059-87-4
• 化学式: C₁₁H₁₄N₂O
• 分子量: 190.245
• InChiKey: YCTMEFORNWNYMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (9ci)-n-[4-(2-丙烯基氨基)苯基]-乙酰胺 在 SbF₅#HF 作用下， 反应 0.17h， 生成 N-(4-(2-fluoropropylamino)phenyl)acetamide
  参考文献：
  名称：

  Selective Anti-Markovnikov Cyclization and Hydrofluorination Reaction in Superacid HF/SbF₅: A Tool in the Design of Nitrogen-Containing (Fluorinated) Polycyclic Systems

  摘要：

  The selective synthesis of tetrahydroquinolines and fluorinated arylamines was performed in superacid HF/SbF5 through a superelectrophilic ammonium-carbenium activation process. This anti-Markovnikov oriented reaction was applied to the straightforward synthesis of highly valued (fluorinated) nitrogen-containing heterocyclic compounds.

  DOI：

  10.1021/jo400398y

文献信息

• Anti-Markovnikov additions to N-allylic derivatives involving ammonium–carbenium superelectrophiles
  作者：Guillaume Compain、Agnès Martin-Mingot、Gilles Frapper、Christian Bachmann、Marie-Paule Jouannetaud、Sébastien Thibaudeau

  DOI：10.1039/c2cc32246c

  日期：——

  Anti-Markovnikov additions to non-conjugated unsaturated amines in superacid are reported. In situ NMR studies, DFT calculations and labelled substrates reactions support the involvement of new ammonium–carbenium superelectrophiles in this original process.

  报告了在过酸中对非共轭不饱和胺的反马尔科夫尼科夫加成。原位核磁共振研究、DFT 计算和标记底物反应证明，新的氨羰基超亲电体参与了这一原始过程。
• Selective Anti-Markovnikov Cyclization and Hydrofluorination Reaction in Superacid HF/SbF₅: A Tool in the Design of Nitrogen-Containing (Fluorinated) Polycyclic Systems
  作者：Guillaume Compain、Céline Bonneau、Agnès Martin-Mingot、Sébastien Thibaudeau

  DOI：10.1021/jo400398y

  日期：2013.5.3

  The selective synthesis of tetrahydroquinolines and fluorinated arylamines was performed in superacid HF/SbF5 through a superelectrophilic ammonium-carbenium activation process. This anti-Markovnikov oriented reaction was applied to the straightforward synthesis of highly valued (fluorinated) nitrogen-containing heterocyclic compounds.