5-(2-bromo-5-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dion | 1171119-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(2-bromo-5-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dion
• 英文别名: 5-[(2-Bromo-5-methoxyphenyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione；5-[(2-bromo-5-methoxyphenyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 1171119-65-5
• 化学式: C₁₄H₁₃BrO₅
• 分子量: 341.158
• InChiKey: JNHDYDSGHSHHDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(2-bromo-5-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dion 在 三乙酰氧基硼氢化钠 作用下， 以 乙醇 为溶剂， 以3.82 g的产率得到5-(2-bromo-5-methoxybenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  Synthesis of the Tetracyclic Core of the Neomangicols Using a Late-Stage Indene Alkylation

  摘要：

  A general approach to the tetracyclic core of the neomangicol natural products via a late-stage indene alkylation reaction is presented. This strategy sets the stage for access to the neomangicol family and, in addition, provides a potential biogenetically inspired entry to the mangicol natural products.

  DOI：

  10.1021/ol9010008
• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲醛 、 sodium 2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-olate 以 甲醇 为溶剂， 以85%的产率得到5-(2-bromo-5-methoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dion
  参考文献：
  名称：

  Synthesis of the Tetracyclic Core of the Neomangicols Using a Late-Stage Indene Alkylation

  摘要：

  A general approach to the tetracyclic core of the neomangicol natural products via a late-stage indene alkylation reaction is presented. This strategy sets the stage for access to the neomangicol family and, in addition, provides a potential biogenetically inspired entry to the mangicol natural products.

  DOI：

  10.1021/ol9010008

文献信息

• A transition metal free expedient approach for the C C bond cleavage of arylidene Meldrum's acid and malononitrile derivatives
  作者：Muthiah Suresh、Anusueya Kumari、Raj Bahadur Singh

  DOI：10.1016/j.tet.2019.130573

  日期：2019.10

  cleavage of electron deficient alkenes such as arylidene Meldrum's acid and malononitrile derivatives are discussed. The CC bond of these compound were cleaved to benzoic acid in good yield at high temperature. Most importantly, with oxone in CH3CN/H2O at 45 °C or m-CPBA in DCM or NaClO2 in THF/H2O or PIDA in THF at room temperature furnished benzaldehyde derivatives selectively in excellent yields.

  讨论了一种用于无电子烯烃（例如亚芳基迈德鲁姆酸和丙二腈衍生物）的C C键裂解的无过渡金属的简便方法。这些化合物的C C键在高温下以高收率裂解为苯甲酸。最重要的是，与过硫酸氢钾CH 3 CN / H 2 O不连到45℃或米-CPBA在DCM或次氯酸钠2的THF / H 2 O或PIDA在THF中在室温下布置的苯甲醛衍生物选择性地在良好的产率。