diethyl 2,2'-dibenzo[b]thiophene-3,3'-dicarboxylate | 1429655-46-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: diethyl 2,2'-dibenzo[b]thiophene-3,3'-dicarboxylate
• 英文别名: Methyl 2-(3-methoxycarbonyl-1-benzothiophen-2-yl)-1-benzothiophene-3-carboxylate；methyl 2-(3-methoxycarbonyl-1-benzothiophen-2-yl)-1-benzothiophene-3-carboxylate
• CAS: 1429655-46-8
• 化学式: C₂₀H₁₄O₄S₂
• 分子量: 382.461
• InChiKey: VTOFHPSMCJCAGC-UHFFFAOYSA-N

物化性质

• 熔点：
  134-135 °C
• 沸点：
  594.1±50.0 °C(predicted)
• 密度：
  1.377±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl benzo[b]thiophene-2,3-dicarboxylate 在 silver(I) carbonate 、 三苯基膦 、 sodium hydroxide 、 palladium dichloride 作用下， 以 四氢呋喃 、 甲醇 、 水 、 二甲基亚砜 为溶剂， 反应 2.42h， 生成 diethyl 2,2'-dibenzo[b]thiophene-3,3'-dicarboxylate
  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

文献信息

• Direct Benzothiophene Formation via Oxygen-Triggered Intermolecular Cyclization of Thiophenols and Alkynes Assisted by Manganese/PhCOOH
  作者：Kaisheng Liu、Fan Jia、Hui Xi、Yuanming Li、Xiaojian Zheng、Qiaoxia Guo、Baojian Shen、Zhiping Li

  DOI：10.1021/ol400719d

  日期：2013.4.19

  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.