3-iodo-6-methoxy-2-(4-(methylsulfonyl)phenyl)benzo[b]thiophene | 1206797-61-6

• 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-iodo-6-methoxy-2-(4-(methylsulfonyl)phenyl)benzo[b]thiophene
• CAS: 1206797-61-6
• 化学式: C₁₆H₁₃IO₃S₂
• 分子量: 444.314
• InChiKey: NQBHVGMGRXCIIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-iodo-6-methoxy-2-(4-(methylsulfonyl)phenyl)benzo[b]thiophene 、 4-甲硫基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 以73%的产率得到6-Methoxy-3-(4-methylsulfanylphenyl)-2-(4-methylsulfonylphenyl)-1-benzothiophene
  参考文献：
  名称：

  Diverse Methyl Sulfone-Containing Benzo[b]thiophene Library via Iodocyclization and Palladium-Catalyzed Coupling

  摘要：

  Parallel solution-phase methods for the synthesis of a 72-membered benzo[b]thiophene library are reported. Medicinally interesting, drug-like, methyl sulfone-substituted benzo[b]thiophenes have been prepared by the palladium-catalyzed substitution Of 3-iodobenzo[b]thiophenes by Suzuki-Miyaura, Sonogashira, Heck, carboalkoxylation, and aminocarbonylation chemistry, The key intermediates for library generation, methyl sulfone-containing 3-iodobenzo[b]thiophenes, are readily prepared by iodocyclization and oxidation methodologies from readily available alkynes.

  DOI：

  10.1021/cc900172u
• 作为产物：
  描述：

  3-iodo-6-methoxy-2-(4-(methylthio)phenyl)benzo[b]thiophene 在 manganese(IV) oxide 、 potassium permanganate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 以91%的产率得到3-iodo-6-methoxy-2-(4-(methylsulfonyl)phenyl)benzo[b]thiophene
  参考文献：
  名称：

  Diverse Methyl Sulfone-Containing Benzo[b]thiophene Library via Iodocyclization and Palladium-Catalyzed Coupling

  摘要：

  Parallel solution-phase methods for the synthesis of a 72-membered benzo[b]thiophene library are reported. Medicinally interesting, drug-like, methyl sulfone-substituted benzo[b]thiophenes have been prepared by the palladium-catalyzed substitution Of 3-iodobenzo[b]thiophenes by Suzuki-Miyaura, Sonogashira, Heck, carboalkoxylation, and aminocarbonylation chemistry, The key intermediates for library generation, methyl sulfone-containing 3-iodobenzo[b]thiophenes, are readily prepared by iodocyclization and oxidation methodologies from readily available alkynes.

  DOI：

  10.1021/cc900172u