(E)-5-bromo-3-[3-(4-cyanophenyl)acryloyl]tropolone | 1331961-71-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-5-bromo-3-[3-(4-cyanophenyl)acryloyl]tropolone
• CAS: 1331961-71-7
• 化学式: C₁₇H₁₀BrNO₃
• 分子量: 356.175
• InChiKey: IGFVCAJDARZFNT-FNORWQNLSA-N

反应信息

• 作为反应物：
  描述：

  (E)-5-bromo-3-[3-(4-cyanophenyl)acryloyl]tropolone 在 硫酸 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 0.25h， 以62%的产率得到6-bromo-2-(4-cyanophenyl)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
• 作为产物：
  描述：

  4-氰基苯甲醛 、 3-acetyl-5-bromotropolone 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 以74%的产率得到(E)-5-bromo-3-[3-(4-cyanophenyl)acryloyl]tropolone
  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