(Z)-methyl-4-(2-(2-(4-methoxyphenyl)-2-(methylthio)vinyl)phenyl)-4-oxobutanoate | 1359978-90-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-methyl-4-(2-(2-(4-methoxyphenyl)-2-(methylthio)vinyl)phenyl)-4-oxobutanoate
• CAS: 1359978-90-7
• 化学式: C₂₁H₂₂O₄S
• 分子量: 370.469
• InChiKey: PCESGHSQCZHLDM-ZHZULCJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (Z)-methyl-4-(2-(2-(4-methoxyphenyl)-2-(methylthio)vinyl)phenyl)-4-oxobutanoate 在 ammonium acetate 、 溶剂黄146 作用下， 反应 16.0h， 以87%的产率得到methyl 3-(3-(4-methoxyphenyl)isoquinolin-1-yl)propanoate
  参考文献：
  名称：

  Aryl Methyl Sulfides as Substrates for Rhodium-Catalyzed Alkyne Carbothiolation: Arene Functionalization with Activating Group Recycling

  摘要：

  A Rh(I)-catalyzed method for the efficient functionalization of arenes is reported. Aryl methyl sulfides are combined with terminal alkynes to deliver products of carbothiolation. The overall process results in reincorporation of the original arene functional group, a methyl sulfide, into the products as an alkenyl sulfide. The carbothiolation process can be combined with an initial Rh(I)-catalyzed alkene or alkyne hydroacylation reaction in three-component cascade sequences. The utility of the alkenyl sulfide products is also demonstrated in simple carbo- and heterocycle-forming processes. We also provide mechanistic evidence for the course of this new process.

  DOI：

  10.1021/ja2108992
• 作为产物：
  描述：

  邻甲硫基苯甲醛 在 [Rh(κ2P,P-DPEphos)(ν6-o-xylene)][BArF4] 作用下， 以 邻二甲苯 为溶剂， 反应 5.0h， 生成 (Z)-methyl-4-(2-(2-(4-methoxyphenyl)-2-(methylthio)vinyl)phenyl)-4-oxobutanoate
  参考文献：
  名称：

  Aryl Methyl Sulfides as Substrates for Rhodium-Catalyzed Alkyne Carbothiolation: Arene Functionalization with Activating Group Recycling

  摘要：

  A Rh(I)-catalyzed method for the efficient functionalization of arenes is reported. Aryl methyl sulfides are combined with terminal alkynes to deliver products of carbothiolation. The overall process results in reincorporation of the original arene functional group, a methyl sulfide, into the products as an alkenyl sulfide. The carbothiolation process can be combined with an initial Rh(I)-catalyzed alkene or alkyne hydroacylation reaction in three-component cascade sequences. The utility of the alkenyl sulfide products is also demonstrated in simple carbo- and heterocycle-forming processes. We also provide mechanistic evidence for the course of this new process.

  DOI：

  10.1021/ja2108992