3-(3-methylphenyl)-N-(4-methylphenyl)sulfonyl-N-prop-2-enylprop-2-ynamide | 1266335-00-5

• 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: 3-(3-methylphenyl)-N-(4-methylphenyl)sulfonyl-N-prop-2-enylprop-2-ynamide
• CAS: 1266335-00-5
• 化学式: C₂₀H₁₉NO₃S
• 分子量: 353.442
• InChiKey: GOFGLLFCHZZZTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-methylphenyl)-N-(4-methylphenyl)sulfonyl-N-prop-2-enylprop-2-ynamide 在 对硝基苯酚 、 palladium(II) trifluoroacetate 、 2,9-二甲基-4,7二苯基-1,10-菲啰啉 、 N-氟代双苯磺酰胺 、 异丙醇 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 (3E)-3-[fluoro-(3-methylphenyl)methylidene]-4-methyl-1-(4-methylphenyl)sulfonylpyrrolidin-2-one 、 (Z)-3-(fluoro(m-tolyl)methylene)-4-methyl-1-tosylpyrrolidin-2-one
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Fluorination and Cyclization of Enynes

  摘要：

  A novel palladium-catalyzed tandem fluorination and cyclization of enynes has been developed. A favorable cis-fluoropalladation is proposed as a key step to construct a vinyl-F bond, and the final C-5p3-Pd bond is reduced by alcohol. This transformation represents an efficient road to synthesize fluorinated lactams.

  DOI：

  10.1021/ol103039x
• 作为产物：
  描述：

  3-(3-methylphenyl)prop-2-ynoic acid 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 3-(3-methylphenyl)-N-(4-methylphenyl)sulfonyl-N-prop-2-enylprop-2-ynamide
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Fluorination and Cyclization of Enynes

  摘要：

  A novel palladium-catalyzed tandem fluorination and cyclization of enynes has been developed. A favorable cis-fluoropalladation is proposed as a key step to construct a vinyl-F bond, and the final C-5p3-Pd bond is reduced by alcohol. This transformation represents an efficient road to synthesize fluorinated lactams.

  DOI：

  10.1021/ol103039x

文献信息

• Palladium-Catalyzed Tandem Fluorination and Cyclization of Enynes
  作者：Haihui Peng、Guosheng Liu

  DOI：10.1021/ol103039x

  日期：2011.2.18

  A novel palladium-catalyzed tandem fluorination and cyclization of enynes has been developed. A favorable cis-fluoropalladation is proposed as a key step to construct a vinyl-F bond, and the final C-5p3-Pd bond is reduced by alcohol. This transformation represents an efficient road to synthesize fluorinated lactams.