Methyl 3-[(2-bromophenyl)methyl-(4-fluorophenyl)sulfonylamino]thiophene-2-carboxylate | 1374831-22-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 3-[(2-bromophenyl)methyl-(4-fluorophenyl)sulfonylamino]thiophene-2-carboxylate
• CAS: 1374831-22-7
• 化学式: C₁₉H₁₅BrFNO₄S₂
• 分子量: 484.367
• InChiKey: RZEMNHHKVMDUNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 3-[(2-bromophenyl)methyl-(4-fluorophenyl)sulfonylamino]thiophene-2-carboxylate 在 palladium diacetate 、 potassium carbonate 、 三甲基丙酮酸 、 tricyclohexylphosphine tetrafluoroborate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 2,4-滴二甲胺盐 为溶剂， 反应 17.0h， 生成 4-(4-fluorophenyl)sulfonyl-1-(3-methoxyphenyl)-5H-thieno[3,4-c]isoquinoline-3-carboxylic acid
  参考文献：
  名称：

  A One-Pot Double C–H Activation Palladium Catalyzed Route to a Unique Class of Highly Functionalized Thienoisoquinolines

  摘要：

  The synthesis of a unique class of highly functionalized 3,4-thienoisoquinolines via an efficient palladium-catalyzed one-pot, regioselective double C H activation is presented. This class of biologically relevant compounds has been prepared in five steps from commercially available starting materials with overall yields ranging from 27 to 62%. A masked carboxylic acid was used to direct C H activation to the typically less reactive C4 position. Additionally, the carboxylic acid provides a synthetically useful handle for further functionalization.

  DOI：

  10.1021/ol3009655
• 作为产物：
  描述：

  4-氟苯磺酰氯 在 吡啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 Methyl 3-[(2-bromophenyl)methyl-(4-fluorophenyl)sulfonylamino]thiophene-2-carboxylate
  参考文献：
  名称：

  A One-Pot Double C–H Activation Palladium Catalyzed Route to a Unique Class of Highly Functionalized Thienoisoquinolines

  摘要：

  The synthesis of a unique class of highly functionalized 3,4-thienoisoquinolines via an efficient palladium-catalyzed one-pot, regioselective double C H activation is presented. This class of biologically relevant compounds has been prepared in five steps from commercially available starting materials with overall yields ranging from 27 to 62%. A masked carboxylic acid was used to direct C H activation to the typically less reactive C4 position. Additionally, the carboxylic acid provides a synthetically useful handle for further functionalization.

  DOI：

  10.1021/ol3009655