N-[2,2-difluoro-1-(1-naphthyl)-2-(phenylsulfonyl)ethyl]-cyclopropanamine | 1357268-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[2,2-difluoro-1-(1-naphthyl)-2-(phenylsulfonyl)ethyl]-cyclopropanamine
• 英文别名: N-[2-(benzenesulfonyl)-2,2-difluoro-1-naphthalen-1-ylethyl]cyclopropanamine
• CAS: 1357268-67-7
• 化学式: C₂₁H₁₉F₂NO₂S
• 分子量: 387.45
• InChiKey: MGXPYGMYLDJHTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  溴二氟甲基苯基砜 在 正丁基锂 、 potassium hydrogen difluoride 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 乙腈 为溶剂， 反应 19.08h， 生成 N-[2,2-difluoro-1-(1-naphthyl)-2-(phenylsulfonyl)ethyl]-cyclopropanamine
  参考文献：
  名称：

  Reactions of Sulfur- and Phosphorus-Substituted Fluoroalkylating Silicon Reagents with Imines and Enamines under Acidic Conditions

  摘要：

  Nucleophilic fluoroalkylation reactions of imines and enamines with alpha-phenylthio, alpha-phenylsulfonyl, and alpha-diethylphosphoryl substituted fluorinated silanes have been investigated. The reactions are promoted by hydrofluoric acid generated in situ from potassium hydrodifluoride and trifluoroacetic acid. Sulfur reagents worked well with both imines and enamines, whereas phosphorus reagent efficiently coupled only with enamines.

  DOI：

  10.1021/jo202669w

文献信息

• Reactions of Sulfur- and Phosphorus-Substituted Fluoroalkylating Silicon Reagents with Imines and Enamines under Acidic Conditions
  作者：Mikhail D. Kosobokov、Alexander D. Dilman、Marina I. Struchkova、Pavel A. Belyakov、Jinbo Hu

  DOI：10.1021/jo202669w

  日期：2012.2.17

  Nucleophilic fluoroalkylation reactions of imines and enamines with alpha-phenylthio, alpha-phenylsulfonyl, and alpha-diethylphosphoryl substituted fluorinated silanes have been investigated. The reactions are promoted by hydrofluoric acid generated in situ from potassium hydrodifluoride and trifluoroacetic acid. Sulfur reagents worked well with both imines and enamines, whereas phosphorus reagent efficiently coupled only with enamines.