1-(2-Methylsulfanylphenyl)pentane-1,2-dione | 1334426-44-6

• 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: 1-(2-Methylsulfanylphenyl)pentane-1,2-dione
• CAS: 1334426-44-6
• 化学式: C₁₂H₁₄O₂S
• 分子量: 222.308
• InChiKey: QFNAZXBWWSHSRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(methylsulfinyl)-2-(pent-1-ynyl)benzene 在 碘 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 以74%的产率得到1-(2-Methylsulfanylphenyl)pentane-1,2-dione
  参考文献：
  名称：

  Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide-Functionalized Alkynes

  摘要：

  Intramolecular oxygen transfer of nitrone- and sulfoxide-alkynes was achieved using a catalytic amount of Au(I) and a stoichiometric amount of iodine. The Au(I)-catalyzed cyclization of a nitrone-terminal alkyne afforded a cyclic iminoester, while cyclization of analogous nitrone-internal alkynes yielded aldehyde enones. The I-2-mediated cyclization of nitrone-alkynes afforded iodinated gamma-lactams and the I-2-mediated internal redox of the closely related sulfoxide alkynes gave diketones functionalized with a thoiether.

  DOI：

  10.1021/jo201347r

文献信息

• Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide-Functionalized Alkynes
  作者：Dan Chen、Guoyong Song、Aiqun Jia、Xingwei Li

  DOI：10.1021/jo201347r

  日期：2011.10.21

  Intramolecular oxygen transfer of nitrone- and sulfoxide-alkynes was achieved using a catalytic amount of Au(I) and a stoichiometric amount of iodine. The Au(I)-catalyzed cyclization of a nitrone-terminal alkyne afforded a cyclic iminoester, while cyclization of analogous nitrone-internal alkynes yielded aldehyde enones. The I-2-mediated cyclization of nitrone-alkynes afforded iodinated gamma-lactams and the I-2-mediated internal redox of the closely related sulfoxide alkynes gave diketones functionalized with a thoiether.