7-bromo-4,5-dihydronaphtho[1,2-c]furan-1,3-dione | 512834-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 7-bromo-4,5-dihydronaphtho[1,2-c]furan-1,3-dione
• 英文别名: 7-Bromo-4,5-dihydrobenzo[e][2]benzofuran-1,3-dione
• CAS: 512834-88-7
• 化学式: C₁₂H₇BrO₃
• 分子量: 279.09
• InChiKey: DNBNQXNVEGPMCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-bromo-4,5-dihydronaphtho[1,2-c]furan-1,3-dione 在 palladium on activated charcoal 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 14.0h， 生成 7-bromo-2-methyl-1H-benzo[e]isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Novel Methods of Synthesizing Naphtho- [1,2-c]furan-1,3-dione and Benzo[e]iso- indole-1,3-dione

  摘要：

  Convenient methods of synthesizing naphtho[1,2-c]furan-1,3-dione and benzo[e]isoindole-1,3-dione from phenylbutyric acid derivatives have been established. Naphtho[1,2-c]furan-1,3-dione and benzo[e]isoindole-1,3-dione were obtained respectively from 4,5-dihydronaphtho[1,2-c]furan-1,3-dione and 4,5-dihydrobenzo[e]isoindole-1,3-dione by aromatization with 10% Pd-C in AcOH under mild conditions. In addition, benzo[e]isoindole-1,3-dione derivatives were obtained from 4,5-dihydronaphtho [ 1,2-c] furan-1,3 -dione by imidation and simultaneous aromatization with primary amine in AcOH in one pot.

  DOI：

  10.3987/com-05-s(t)78
• 作为产物：
  描述：

  4-(3-溴苯基)丁酸乙酯 、 草酸二乙酯 在 sodium ethanolate 、 硫酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 以65.9%的产率得到7-bromo-4,5-dihydronaphtho[1,2-c]furan-1,3-dione
  参考文献：
  名称：

  Novel Methods of Synthesizing Naphtho- [1,2-c]furan-1,3-dione and Benzo[e]iso- indole-1,3-dione

  摘要：

  Convenient methods of synthesizing naphtho[1,2-c]furan-1,3-dione and benzo[e]isoindole-1,3-dione from phenylbutyric acid derivatives have been established. Naphtho[1,2-c]furan-1,3-dione and benzo[e]isoindole-1,3-dione were obtained respectively from 4,5-dihydronaphtho[1,2-c]furan-1,3-dione and 4,5-dihydrobenzo[e]isoindole-1,3-dione by aromatization with 10% Pd-C in AcOH under mild conditions. In addition, benzo[e]isoindole-1,3-dione derivatives were obtained from 4,5-dihydronaphtho [ 1,2-c] furan-1,3 -dione by imidation and simultaneous aromatization with primary amine in AcOH in one pot.

  DOI：

  10.3987/com-05-s(t)78

文献信息

• Novel Methods of Synthesizing Naphtho- [1,2-c]furan-1,3-dione and Benzo[e]iso- indole-1,3-dione
  作者：Masahiro Mizuno、Mitsuhisa Yamano

  DOI：10.3987/com-05-s(t)78

  日期：——

  Convenient methods of synthesizing naphtho[1,2-c]furan-1,3-dione and benzo[e]isoindole-1,3-dione from phenylbutyric acid derivatives have been established. Naphtho[1,2-c]furan-1,3-dione and benzo[e]isoindole-1,3-dione were obtained respectively from 4,5-dihydronaphtho[1,2-c]furan-1,3-dione and 4,5-dihydrobenzo[e]isoindole-1,3-dione by aromatization with 10% Pd-C in AcOH under mild conditions. In addition, benzo[e]isoindole-1,3-dione derivatives were obtained from 4,5-dihydronaphtho [ 1,2-c] furan-1,3 -dione by imidation and simultaneous aromatization with primary amine in AcOH in one pot.