3-methyl-5-((phenylselanyl)methyl)dihydrofuran-2(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3-methyl-5-((phenylselanyl)methyl)dihydrofuran-2(3H)-one
• 英文别名: 3-Methyl-5-(phenylselanylmethyl)oxolan-2-one
• 化学式: C₁₂H₁₄O₂Se
• 分子量: 269.202
• InChiKey: PKNYAUFZUZJGGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基-4-戊酸 、 二苯基二硒醚 在 碘化铵 、 间氯过氧苯甲酸 作用下， 以 2,2,2-三氟乙醇 为溶剂， 反应 5.0h， 生成 3-methyl-5-((phenylselanyl)methyl)dihydrofuran-2(3H)-one 、 3-methyl-5-((phenylselanyl)methyl)dihydrofuran-2(3H)-one
  参考文献：
  名称：

  Ammonium Iodide Catalyzed Selenolactonization of Unsaturated Acids

  摘要：

  A convenient procedure is developed for the preparation of selenolactones from unsaturated acids and diselenides using a catalytic amount of ammonium iodide in combination with m-chloroperoxybenzoic acid as the oxidant. This catalytic ring-closing method proceeds efficiently at room temperature under neutral conditions, and in short reaction times, to afford the corresponding selenolactones in good yields. Using the same reaction conditions, cyclic selenoethers and tellurocyclization products are prepared, thus extending the catalytic application of inorganic iodides in organic synthesis.

  DOI：

  10.1055/s-0035-1560348

文献信息

• Ammonium Iodide Catalyzed Selenolactonization of Unsaturated Acids
  作者：Jie Yan、Hongwei Shi、Chen Yu、Min Zhu

  DOI：10.1055/s-0035-1560348

  日期：——

  A convenient procedure is developed for the preparation of selenolactones from unsaturated acids and diselenides using a catalytic amount of ammonium iodide in combination with m-chloroperoxybenzoic acid as the oxidant. This catalytic ring-closing method proceeds efficiently at room temperature under neutral conditions, and in short reaction times, to afford the corresponding selenolactones in good yields. Using the same reaction conditions, cyclic selenoethers and tellurocyclization products are prepared, thus extending the catalytic application of inorganic iodides in organic synthesis.
• MURATA SHIZUAKI; SUZUKI TOSHIYASU, CHEM. LETT.,(1987) N 5, 849-852
  作者：MURATA SHIZUAKI、 SUZUKI TOSHIYASU

  DOI：——

  日期：——