3-(benzo[b]thiophen-2-yl)-4-bromo-1-methyl-1H-pyrrole-2,5-dione | 67058-39-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-(benzo[b]thiophen-2-yl)-4-bromo-1-methyl-1H-pyrrole-2,5-dione
• 英文别名: 3-(1-Benzothiophen-2-yl)-4-bromo-1-methylpyrrole-2,5-dione
• CAS: 67058-39-3
• 化学式: C₁₃H₈BrNO₂S
• 分子量: 322.182
• InChiKey: PUWIOAJIUHEMBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 3-(benzo[b]thiophen-2-yl)-4-bromo-1-methyl-1H-pyrrole-2,5-dione 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以65%的产率得到3-(benzo[b]thiophen-2-yl)-4-(8,9-bis(octyloxy)naphtho[1,2-b:4,3-b']dithiophen-2-yl)-1-methyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  A Fragment Based Approach toward Thia[n]helicenes

  摘要：

  The synthesis of [9]- and [11]thiahelicenes, as well as the preparation of lower homologues such as [5]-, [6]-, and [7]thiahelicenes Is reported. Efficient palladium catalyzed coupling reactions were employed. Triorganoindium derivatives were selectively mono-cross-coupled with N-methyl-3,4-dibromomaleimide followed by Stifle coupling with the readily available building block naphthodithiophene. Oxidative photocyclization of the conjugated precursors using visible light was employed to synthesize a series of thia[n]helicenes. This modular synthetic methodology is independent of the length of the helical backbone.

  DOI：

  10.1021/ol400825w
• 作为产物：
  描述：

  10,14-dibromo-12-methyl-8-thia-12-azatetracyclo[7.5.0.02,7.010,14]tetradeca-2,4,6-triene-11,13-dione 生成 3-(benzo[b]thiophen-2-yl)-4-bromo-1-methyl-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  MATSUO TAKU; MIHARA SATORU, KYUSYU DAJGAKU KOGAKU SYUXO, TESNNOL. RERTS. KUUSNU UNIV., 1977, 50, HO 5+

  摘要：

  DOI：