N-nonaflyl-2-[(E)-2-phenylethenyl]pyrrolidine | 666705-75-5

• 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-nonaflyl-2-[(E)-2-phenylethenyl]pyrrolidine
• 英文别名: 1-(1,1,2,2,3,3,4,4,4-nonafluorobutylsulfonyl)-2-[(E)-2-phenylethenyl]pyrrolidine
• CAS: 666705-75-5
• 化学式: C₁₆H₁₄F₉NO₂S
• 分子量: 455.344
• InChiKey: RWQPQEJHRVDOKJ-CMDGGOBGSA-N

物化性质

• 沸点：
  376.3±52.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  6-苯基己-5-炔-1-醇 在 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 sodium azide 、 三乙胺 、 三苯基膦 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 76.0h， 生成 N-nonaflyl-2-[(E)-2-phenylethenyl]pyrrolidine
  参考文献：
  名称：

  Intramolecular Hydroamination of Alkynes Catalyzed by Pd(PPh₃)₄/Triphenylphosphine under Neutral Conditions

  摘要：

  The intramolecular hydroamination of alkynes tethered with amino group 1 in the presence of catalytic amounts of Pd(PPh3)(4) and PPh3 in benzene at 100 degrees C proceeded smoothly without the use of any additional acid source to afford five and six-membered nitrogen heterocycles 2 in good to excellent yields. A compulsory addition of carboxylic acid as a cocatalyst was not needed, and the reaction could be carried out under essentially neutral conditions.

  DOI：

  10.1021/jo050412w

文献信息

• Palladium-Catalyzed Intramolecular Asymmetric Hydroamination of Alkynes
  作者：Léopold M. Lutete、Isao Kadota、Yoshinori Yamamoto

  DOI：10.1021/ja039774g

  日期：2004.2.1

  The Pd-catalyzed reaction of internal alkynes with tethered amino groups in the presence of PhCO2H and RENORPHOS as chiral phosphine ligand is reported. Various five- and six-membered nitrogen-containing heterocycles were obtained in good to high yield with moderate to high ee.
• Intramolecular Hydroamination of Alkynes Catalyzed by Pd(PPh₃)₄/Triphenylphosphine under Neutral Conditions
  作者：Gan B. Bajracharya、Zhibao Huo、Yoshinori Yamamoto

  DOI：10.1021/jo050412w

  日期：2005.6.1

  The intramolecular hydroamination of alkynes tethered with amino group 1 in the presence of catalytic amounts of Pd(PPh3)(4) and PPh3 in benzene at 100 degrees C proceeded smoothly without the use of any additional acid source to afford five and six-membered nitrogen heterocycles 2 in good to excellent yields. A compulsory addition of carboxylic acid as a cocatalyst was not needed, and the reaction could be carried out under essentially neutral conditions.