methyl 2-allyl-3-(2-bromophenyl)-2-cyanopent-4-enoate | 1330129-44-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-allyl-3-(2-bromophenyl)-2-cyanopent-4-enoate
• CAS: 1330129-44-6
• 化学式: C₁₆H₁₆BrNO₂
• 分子量: 334.213
• InChiKey: FYFHSCDUEOKIFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  methyl 2-allyl-3-(2-bromophenyl)-2-cyanopent-4-enoate 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 methyl 2-(2-bromophenyl)-1-cyanocyclopent-3-enecarboxylate 、 methyl 2-(2-bromophenyl)-1-cyanocyclopent-3-enecarboxylate
  参考文献：
  名称：

  Palladium-Catalyzed Annulation Reactions for Diastereoselective Cyclopentene Synthesis

  摘要：

  Palladium-catalyzed annulation reactions of conjugate acceptors and allenyl boronic ester provide substituted cyclopentenes in high yields and, where applicable, diastereoselectivities. This method provides rapid assembly of building blocks for natural product synthesis, including polycyclic lactone and lactam products. Reactions are hypothesized to initiate by conjugate addition of a nucleophilic propargylpalladium complex.

  DOI：

  10.1021/ol2019423
• 作为产物：
  描述：

  3-(2-bromophenyl)-2-cyanoacrylate 在 potassium carbonate 、 copper(l) chloride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 17.0h， 生成 methyl 2-allyl-3-(2-bromophenyl)-2-cyanopent-4-enoate
  参考文献：
  名称：

  Palladium-Catalyzed Annulation Reactions for Diastereoselective Cyclopentene Synthesis

  摘要：

  Palladium-catalyzed annulation reactions of conjugate acceptors and allenyl boronic ester provide substituted cyclopentenes in high yields and, where applicable, diastereoselectivities. This method provides rapid assembly of building blocks for natural product synthesis, including polycyclic lactone and lactam products. Reactions are hypothesized to initiate by conjugate addition of a nucleophilic propargylpalladium complex.

  DOI：

  10.1021/ol2019423