7-bromo-2H-benzo[e][1,4]dioxepin-5(3H)-one | 1248498-36-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-bromo-2H-benzo[e][1,4]dioxepin-5(3H)-one
• 英文别名: 7-Bromo-2,3-dihydro-1,4-benzodioxepin-5-one
• CAS: 1248498-36-3
• 化学式: C₉H₇BrO₃
• 分子量: 243.057
• InChiKey: JITSZJNHWFBVIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-bromo-2-(2-hydroxyethoxy)benzaldehyde 在 4-methyl-3-(2,4,6-trimethylphenyl)thiazolium perchlorate 、 三乙胺 、 偶氮苯 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以88%的产率得到7-bromo-2H-benzo[e][1,4]dioxepin-5(3H)-one
  参考文献：
  名称：

  Efficient Catalytic, Oxidative Lactonization for the Synthesis of Benzodioxepinones Using Thiazolium-Derived Carbene Catalysts

  摘要：

  An efficient, oxidative carbene-catalyzed lactonization reaction has been developed. Using thiazolium precatalysts, a variety of benzodioxepinone products are accessible in good to excellent yields under mild and operationally simple conditions The reaction does not require high dilution conditions and proceeds via mild and selective oxidation with azobenzene, which can easily be recovered and reused applying inexpensive FeCl3 as a formal terminal oxidant

  DOI：

  10.1021/ol101854r

文献信息

• Efficient Catalytic, Oxidative Lactonization for the Synthesis of Benzodioxepinones Using Thiazolium-Derived Carbene Catalysts
  作者：Christopher A. Rose、Kirsten Zeitler

  DOI：10.1021/ol101854r

  日期：2010.10.15

  An efficient, oxidative carbene-catalyzed lactonization reaction has been developed. Using thiazolium precatalysts, a variety of benzodioxepinone products are accessible in good to excellent yields under mild and operationally simple conditions The reaction does not require high dilution conditions and proceeds via mild and selective oxidation with azobenzene, which can easily be recovered and reused applying inexpensive FeCl3 as a formal terminal oxidant