1-(4-(2-ethoxyethylthio)phenyl)ethanone | 1492646-32-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(2-ethoxyethylthio)phenyl)ethanone
• 英文别名: 1-[4-(2-Ethoxyethylsulfanyl)phenyl]ethanone
• CAS: 1492646-32-8
• 化学式: C₁₂H₁₆O₂S
• 分子量: 224.324
• InChiKey: SJHYAFBEEBYGME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  4-碘代苯乙酮 、 sodium S-n-etheryl sulfothioate 在 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 水 、 乙二醇 、 二甲基亚砜 为溶剂， 以91%的产率得到1-(4-(2-ethoxyethylthio)phenyl)ethanone
  参考文献：
  名称：

  Direct Cross-Coupling Access to Diverse Aromatic Sulfide: Palladium-Catalyzed Double C–S Bond Construction Using Na₂S₂O₃ as a Sulfurating Reagent

  摘要：

  The Pd-catalyzed cross-coupling of aryl halides, alkyl halides, and Na2S2O3 center dot 5H(2)O to deliver aromatic thioethers is described. Pyridine, furan, thiophene, benzofuran, benzoxazole, benzothiophene, benzothiazole, and pyrazine are all amenable to this protocol. The odorless and stable solid Na2S2O3 center dot 5H(2)O was used as a convenient and environmentally friendly source of sulfur. Pd-catalyzed cross-couplings without thiols or thiophenols to build C-S bonds have not previously been achieved, which renders our observation more striking.

  DOI：

  10.1021/ol500112y

文献信息

• Direct Cross-Coupling Access to Diverse Aromatic Sulfide: Palladium-Catalyzed Double C–S Bond Construction Using Na₂S₂O₃ as a Sulfurating Reagent
  作者：Zongjun Qiao、Jianpeng Wei、Xuefeng Jiang

  DOI：10.1021/ol500112y

  日期：2014.2.21

  The Pd-catalyzed cross-coupling of aryl halides, alkyl halides, and Na2S2O3 center dot 5H(2)O to deliver aromatic thioethers is described. Pyridine, furan, thiophene, benzofuran, benzoxazole, benzothiophene, benzothiazole, and pyrazine are all amenable to this protocol. The odorless and stable solid Na2S2O3 center dot 5H(2)O was used as a convenient and environmentally friendly source of sulfur. Pd-catalyzed cross-couplings without thiols or thiophenols to build C-S bonds have not previously been achieved, which renders our observation more striking.