7-hydroxy-2-phenyl-4H-thieno[3,2-d][1,3]dioxin-4-one | 1476801-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 7-hydroxy-2-phenyl-4H-thieno[3,2-d][1,3]dioxin-4-one
• 英文别名: 7-Hydroxy-2-phenylthieno[3,2-d][1,3]dioxin-4-one
• CAS: 1476801-85-0
• 化学式: C₁₂H₈O₄S
• 分子量: 248.259
• InChiKey: BHEBVMOXSSJLMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 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：
  84
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 、 silver carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.25h， 以37%的产率得到7-hydroxy-2-phenyl-4H-thieno[3,2-d][1,3]dioxin-4-one
  参考文献：
  名称：

  Diprotodecarboxylation Reactions of 3,4-Dialkoxythiophene-2,5-dicarboxylic Acids Mediated by Ag₂CO₃ and Microwaves

  摘要：

  An efficient and rapid method is reported to obtain 3,4-dialkoxythiophenes from 3,4-dialkoxythiophene-2,5-dicarboxylic acids through a diprotodecarboxylation reaction with Ag2CO3/AcOH as a catalytic system and microwave heating in dimethylsulfoxide (DMSO) as solvent. This methodology lets us obtain for the first time good performance with thiophenes bearing strong electron-donating groups such as alkoxides. This methodology eliminates the usage of harmful quinoline as solvent, as well as the long reaction times typically used (12-18h) to obtain the 3,4-dialkoxythiophenes. The reaction of 7 diacids showed good yields (60-89%) following 20min of microwave heating in a temperature range of 120-150 degrees C. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.800212