7-bromo-2-(3-bromo-2-(methylthio)phenyl)benzo[b]thiophene | 1448221-97-3

• 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: 7-bromo-2-(3-bromo-2-(methylthio)phenyl)benzo[b]thiophene
• 英文别名: 7-Bromo-2-(3-bromo-2-methylsulfanylphenyl)-1-benzothiophene；7-bromo-2-(3-bromo-2-methylsulfanylphenyl)-1-benzothiophene
• CAS: 1448221-97-3
• 化学式: C₁₅H₁₀Br₂S₂
• 分子量: 414.184
• InChiKey: PBUOVPLLLOERIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-bromo-3-iodo-2-(methylthio)benzene 在 sodium dithionite 、 碘 、 异丙基氯化镁 、 四氯化钛 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 51.0h， 生成 1,6-dibromo[1]benzothieno[3,2-b][1]benzothiophene 、 7-bromo-2-(3-bromo-2-(methylthio)phenyl)benzo[b]thiophene
  参考文献：
  名称：

  Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-Isomers of Didodecyl[1]benzothieno[3,2-b][1]benzothiophenes

  摘要：

  The synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of dibromo- and didodecyl[1]benzothieno[3,2-b][1]benzothiophenes, via the stilbene pathway, is described. Starting from the synthesis of bromo-2-(methylthio)benzaldehydes, a series of functionalization, McMurry coupling, and finalising cyclization reactions were explored. The stereochemistry of the cyclization mechanism was investigated. Using this methodology didodecyl[1]benzothieno[3,2-b][1]benzothiophenes were formed in overall yields of 5-32%.

  DOI：

  10.1021/jo401134c

文献信息

• Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-Isomers of Didodecyl[1]benzothieno[3,2-<i>b</i>][1]benzothiophenes
  作者：Christian Ruzié、Jolanta Karpinska、Alan R. Kennedy、Yves H. Geerts

  DOI：10.1021/jo401134c

  日期：2013.8.2

  The synthesis of 1,6-, 2,7-, 3,8-, and 4,9-isomers of dibromo- and didodecyl[1]benzothieno[3,2-b][1]benzothiophenes, via the stilbene pathway, is described. Starting from the synthesis of bromo-2-(methylthio)benzaldehydes, a series of functionalization, McMurry coupling, and finalising cyclization reactions were explored. The stereochemistry of the cyclization mechanism was investigated. Using this methodology didodecyl[1]benzothieno[3,2-b][1]benzothiophenes were formed in overall yields of 5-32%.