2,2,2-trifluoro-N-(1-phenylcyclohexyl)acetamide | 1443469-89-3

• 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: 2,2,2-trifluoro-N-(1-phenylcyclohexyl)acetamide
• CAS: 1443469-89-3
• 化学式: C₁₄H₁₆F₃NO
• 分子量: 271.282
• InChiKey: SPAPKTIRMFGVEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoro-N-(1-phenylcyclohexyl)acetamide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以91%的产率得到1-氨基-1-苯基环己烷
  参考文献：
  名称：

  Sequential Retro-Ene Arylation Reaction of N-Alkoxyenamides for the Synthesis of tert-Alkylamines

  摘要：

  A sequential retro-ene arylation reaction has been developed for the conversion of N-alkoxyenamides to the corresponding tert-alkylamines in good yields via the nucleophilic addition of a triarylaluminum reagent to an in situ generated N-acylketimine. The reaction is tolerant of a range of functional groups and provides facile access to a series of tert-alkylamines that would be otherwise difficult to access using conventional procedures.

  DOI：

  10.1021/ol4014238
• 作为产物：
  描述：

  N-(cyclohexen-1-yl)-2,2,2-trifluoro-N-phenylmethoxyacetamide 、 三苯基铝 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 以68%的产率得到2,2,2-trifluoro-N-(1-phenylcyclohexyl)acetamide
  参考文献：
  名称：

  Sequential Retro-Ene Arylation Reaction of N-Alkoxyenamides for the Synthesis of tert-Alkylamines

  摘要：

  A sequential retro-ene arylation reaction has been developed for the conversion of N-alkoxyenamides to the corresponding tert-alkylamines in good yields via the nucleophilic addition of a triarylaluminum reagent to an in situ generated N-acylketimine. The reaction is tolerant of a range of functional groups and provides facile access to a series of tert-alkylamines that would be otherwise difficult to access using conventional procedures.

  DOI：

  10.1021/ol4014238

文献信息

• Sequential Retro-Ene Arylation Reaction of <i>N</i>-Alkoxyenamides for the Synthesis of <i>tert</i>-Alkylamines
  作者：Tetsuya Miyoshi、Syota Matsuya、Mikako Tsugawa、Shohei Sato、Masafumi Ueda、Okiko Miyata

  DOI：10.1021/ol4014238

  日期：2013.7.5

  A sequential retro-ene arylation reaction has been developed for the conversion of N-alkoxyenamides to the corresponding tert-alkylamines in good yields via the nucleophilic addition of a triarylaluminum reagent to an in situ generated N-acylketimine. The reaction is tolerant of a range of functional groups and provides facile access to a series of tert-alkylamines that would be otherwise difficult to access using conventional procedures.