[4-(4-Fluorophenyl)piperazin-1-yl]-[2-(4-methylsulfonylphenyl)-1-benzothiophen-3-yl]methanone | 1206798-31-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: [4-(4-Fluorophenyl)piperazin-1-yl]-[2-(4-methylsulfonylphenyl)-1-benzothiophen-3-yl]methanone
• CAS: 1206798-31-3
• 化学式: C₂₆H₂₃FN₂O₃S₂
• 分子量: 494.611
• InChiKey: PJPCHYNJIXEYLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  94.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  一氧化碳 、 3-iodo-2-(4-(methylsulfonyl)phenyl)benzo[b]thiophene 、 1-(4-氟苯基)哌嗪 在 palladium diacetate 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、101.33 kPa 条件下， 以57%的产率得到[4-(4-Fluorophenyl)piperazin-1-yl]-[2-(4-methylsulfonylphenyl)-1-benzothiophen-3-yl]methanone
  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.