1,1'-(benzo[b]thiophene-2,3-diyl)diethanone | 1429655-35-5

• 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: 1,1'-(benzo[b]thiophene-2,3-diyl)diethanone
• 英文别名: 1-(2-Acetyl-1-benzothiophen-3-yl)ethanone；1-(2-acetyl-1-benzothiophen-3-yl)ethanone
• CAS: 1429655-35-5
• 化学式: C₁₂H₁₀O₂S
• 分子量: 218.276
• InChiKey: OTKWQCOOUKMIQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  62.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1'-(benzo[b]thiophene-2,3-diyl)diethanone 在 劳森试剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以76%的产率得到1,3-dimethylbenzo[b]thieno[3,4-d]thiophene
  参考文献：
  名称：

  Direct Benzothiophene Formation via Oxygen-Triggered Intermolecular Cyclization of Thiophenols and Alkynes Assisted by Manganese/PhCOOH

  摘要：

  An intermolecular oxidative cyclization between thiophenols and alkynes for benzothiophene formation has been established. A variety of multifunctional benzothiophenes are synthesized. In addition, we demonstrated that the obtained benzothiophenes can be used for further transformation to give diverse benzothiophene derivatives efficiently and selectively.

  DOI：

  10.1021/ol400719d
• 作为产物：
  描述：

  3-己炔-2,5-二酮 、 苯硫酚 在 氧气 、 manganese(II) acetate 、 苯甲酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以69%的产率得到1,1'-(benzo[b]thiophene-2,3-diyl)diethanone
  参考文献：
  名称：

  Direct Benzothiophene Formation via Oxygen-Triggered Intermolecular Cyclization of Thiophenols and Alkynes Assisted by Manganese/PhCOOH

  摘要：

  An intermolecular oxidative cyclization between thiophenols and alkynes for benzothiophene formation has been established. A variety of multifunctional benzothiophenes are synthesized. In addition, we demonstrated that the obtained benzothiophenes can be used for further transformation to give diverse benzothiophene derivatives efficiently and selectively.

  DOI：

  10.1021/ol400719d