1-(4-methoxyphenyl)-3-(octylthio)-3-phenylpropan-1-one | 1422578-03-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(4-methoxyphenyl)-3-(octylthio)-3-phenylpropan-1-one
• 英文别名: 1-(4-Methoxyphenyl)-3-octylsulfanyl-3-phenylpropan-1-one；1-(4-methoxyphenyl)-3-octylsulfanyl-3-phenylpropan-1-one
• CAS: 1422578-03-7
• 化学式: C₂₄H₃₂O₂S
• 分子量: 384.583
• InChiKey: MDUOGDKAFJDRTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  27
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-辛硫醇 、 4'-甲氧基查耳酮 在 双(乙腈)氯化钯(II) 、 tin(ll) chloride 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以82%的产率得到1-(4-methoxyphenyl)-3-(octylthio)-3-phenylpropan-1-one
  参考文献：
  名称：

  Heterobimetallic Pd–Sn Catalysis: Michael Addition Reaction with C-, N-, O-, and S-Nucleophiles and in Situ Diagnostics

  摘要：

  An efficient Michael addition reaction of differently substituted enones with carbon, sulfur, oxygen, and nitrogen nucleophiles has been achieved by a new heterobimetallic "Pd-Sn" catalyst system. The nature of the catalytically relevant species and their interactions with the enone moiety has been examined by spectroscopy. The effect of ligand and the coordination mode of enone with "Pd-Sn" heterobimetallic system have been investigated by kinetics and DFT studies. A straightforward application of this methodology is shown in the synthesis of 1,4-oxathiepane core.

  DOI：

  10.1021/jo302643v

文献信息

• Heterobimetallic Pd–Sn Catalysis: Michael Addition Reaction with C-, N-, O-, and S-Nucleophiles and in Situ Diagnostics
  作者：Debjit Das、Sanjay Pratihar、Sujit Roy

  DOI：10.1021/jo302643v

  日期：2013.3.15

  An efficient Michael addition reaction of differently substituted enones with carbon, sulfur, oxygen, and nitrogen nucleophiles has been achieved by a new heterobimetallic "Pd-Sn" catalyst system. The nature of the catalytically relevant species and their interactions with the enone moiety has been examined by spectroscopy. The effect of ligand and the coordination mode of enone with "Pd-Sn" heterobimetallic system have been investigated by kinetics and DFT studies. A straightforward application of this methodology is shown in the synthesis of 1,4-oxathiepane core.