6-bromo-2-(2,4-dimethylphenyl)cyclohepta[b]pyran-4,9-dione | 1331961-82-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环庚吡喃类
• 英文名称: 6-bromo-2-(2,4-dimethylphenyl)cyclohepta[b]pyran-4,9-dione
• 英文别名: 6-Bromo-2-(2,4-dimethylphenyl)cyclohepta[b]pyran-4,9-dione
• CAS: 1331961-82-0
• 化学式: C₁₈H₁₃BrO₃
• 分子量: 357.203
• InChiKey: TXKPVRHFKFLTSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-5-bromo-3-[3-(2,4-dimethylphenyl)acryloyl]tropolone 在 硫酸 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 0.25h， 以58%的产率得到6-bromo-2-(2,4-dimethylphenyl)cyclohepta[b]pyran-4,9-dione
  参考文献：
  名称：

  A Facile Synthesis of New Troponoid-Bearing Flavonoid-Like Compounds

  摘要：

  A facile synthesis of a series of new flavonoid-like troponoid compounds, namely 3-(3-arylacryloyl)-5-bromotropolones (2a-i) and 2-aryl-6-bromocyclohepta[b]pyran-4,9-diones (3a-i) is described, involving the Claisen-Schmidt condensation reaction of 3-acetyl-5-bromotropolone (1) with various substituted benzaldehydes followed by the intramolecular oxidation cyclization reaction through the treatment with I-2/DMSO/H2SO4 system.

  DOI：

  10.3987/com-11-12223

文献信息

• A Facile Synthesis of New Troponoid-Bearing Flavonoid-Like Compounds
  作者：Wentao Gao、Yang Li、Mingqin Chang

  DOI：10.3987/com-11-12223

  日期：——

  A facile synthesis of a series of new flavonoid-like troponoid compounds, namely 3-(3-arylacryloyl)-5-bromotropolones (2a-i) and 2-aryl-6-bromocyclohepta[b]pyran-4,9-diones (3a-i) is described, involving the Claisen-Schmidt condensation reaction of 3-acetyl-5-bromotropolone (1) with various substituted benzaldehydes followed by the intramolecular oxidation cyclization reaction through the treatment with I-2/DMSO/H2SO4 system.