(E)-ethyl 2-cyano-3-phenethyl-5-phenylpent-4-enoate

• 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: (E)-ethyl 2-cyano-3-phenethyl-5-phenylpent-4-enoate
• 英文别名: ethyl (E)-2-cyano-5-phenyl-3-(2-phenylethyl)pent-4-enoate
• 化学式: C₂₂H₂₃NO₂
• 分子量: 333.43
• InChiKey: SDKJWXUKQYRKCZ-FYWRMAATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲醛 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 potassium carbonate 、 sodium sulfate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 (E)-ethyl 2-cyano-3-phenethyl-5-phenylpent-4-enoate
  参考文献：
  名称：

  Palladium-Catalyzed Insertion of N-tosylhydrazones and Trapping with Carbon Nucleophiles

  摘要：

  A Pd-catalyzed three-component cross-coupling reaction of vinyl iodide, N-tosylhydrazone, and carbon nucleophiles is reported, and a one-pot procedure is also developed. The cross-coupling is proposed to proceed through a palladium-carbene migratory Insertion, carbopalladation other than classic palladium-carbene migratory insertion, and beta-H elimination. Moreover, the reaction proceeds under mild conditions and with high stereoselectivity.

  DOI：

  10.1021/ol402457h

文献信息

• Palladium-Catalyzed Insertion of <i>N</i>-tosylhydrazones and Trapping with Carbon Nucleophiles
  作者：Ping-Xin Zhou、Yu-Ying Ye、Yong-Min Liang

  DOI：10.1021/ol402457h

  日期：2013.10.4

  A Pd-catalyzed three-component cross-coupling reaction of vinyl iodide, N-tosylhydrazone, and carbon nucleophiles is reported, and a one-pot procedure is also developed. The cross-coupling is proposed to proceed through a palladium-carbene migratory Insertion, carbopalladation other than classic palladium-carbene migratory insertion, and beta-H elimination. Moreover, the reaction proceeds under mild conditions and with high stereoselectivity.