5-(3-acetylphenyl)thiophene-2-sulfonic acid phenyl ester | 1313758-89-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(3-acetylphenyl)thiophene-2-sulfonic acid phenyl ester
• 英文别名: Phenyl 5-(3-acetylphenyl)thiophene-2-sulfonate
• CAS: 1313758-89-2
• 化学式: C₁₈H₁₄O₄S₂
• 分子量: 358.439
• InChiKey: ZMWAPCOOKBIEQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  phenyl thiophene-2-sulfonate 、 3'-溴苯乙酮 在 potassium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 16.0h， 以75%的产率得到5-(3-acetylphenyl)thiophene-2-sulfonic acid phenyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Direct Arylation of Thiophenes Bearing SO₂R Substituents

  摘要：

  The palladium-catalyzed direct arylation of SO2R-substituted thiophene derivatives was found to proceed regioselectively at CS and in high yields using a variety of aryl bromides and as low as 0.5-0.1 mol % of phosphine-free Pd(OAc)(2) as the catalyst. For these reactions, sulfonyls, sulfonamides, or even a sulfonic ester as the thiophene substituents were successfully employed.

  DOI：

  10.1021/jo200918n

文献信息

• Palladium-Catalyzed Direct Arylation of Thiophenes Bearing SO₂R Substituents
  作者：Charles Beromeo Bheeter、Jitendra K. Bera、Henri Doucet

  DOI：10.1021/jo200918n

  日期：2011.8.5

  The palladium-catalyzed direct arylation of SO2R-substituted thiophene derivatives was found to proceed regioselectively at CS and in high yields using a variety of aryl bromides and as low as 0.5-0.1 mol % of phosphine-free Pd(OAc)(2) as the catalyst. For these reactions, sulfonyls, sulfonamides, or even a sulfonic ester as the thiophene substituents were successfully employed.