Methyl 5-methoxy-2-(4-methylsulfanylphenyl)-1-benzothiophene-3-carboxylate | 1135316-50-5

• 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: Methyl 5-methoxy-2-(4-methylsulfanylphenyl)-1-benzothiophene-3-carboxylate
• CAS: 1135316-50-5
• 化学式: C₁₈H₁₆O₃S₂
• 分子量: 344.455
• InChiKey: YMDDDGJIPJHXNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 一氧化碳 、 3-iodo-5-methoxy-2-(4-(methylthio)phenyl)benzo[b]thiophene 在 1,1'-bis(diphenylphosphino)ferrocene 、 palladium diacetate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 20.0~70.0 ℃ 、101.33 kPa 条件下， 以71%的产率得到Methyl 5-methoxy-2-(4-methylsulfanylphenyl)-1-benzothiophene-3-carboxylate
  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

文献信息

• Diverse Methyl Sulfone-Containing Benzo[<i>b</i>]thiophene Library via Iodocyclization and Palladium-Catalyzed Coupling
  作者：Chul-Hee Cho、Benjamin Neuenswander、Richard C. Larock

  DOI：10.1021/cc900172u

  日期：2010.3.8

  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.