6-methoxy-2-phenylthiobenzofuran-3(2H)-one | 153432-40-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 6-methoxy-2-phenylthiobenzofuran-3(2H)-one
• 英文别名: 6-Methoxy-2-phenylsulfanyl-1-benzofuran-3-one
• CAS: 153432-40-7
• 化学式: C₁₅H₁₂O₃S
• 分子量: 272.324
• InChiKey: NNRXTNTZZFWWJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  phenyllead(IV) triacetate 、 6-methoxy-2-phenylthiobenzofuran-3(2H)-one 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 5.0h， 以92%的产率得到6-methoxy-2-phenyl-2-(phenylthio)benzofuran-3(2H)-one
  参考文献：
  名称：

  Arylation of α-(phenylthio)ketones with aryllead(IV) derivatives: application to the synthesis of 2-arylbenzofuran-3(2H)-one derivatives

  摘要：

  The reaction of aryllead(IV) triacetates with benzofuran-3(2H)-one 1 yields the 2,2-diarylated ketone or the monoarylated ketone with the hindered lead reagent 15. 2-Phenylthiobenzofuran-3(2H)-one 2 was easily arylated with a wide range of aryllead reagents to give arylated ketones in 29-92% yields. Alpha-acetoxylation was observed only as a side reaction with hindered lead reagents, bearing ortho-substituents.

  DOI：

  10.1039/p19930002069
• 作为产物：
  描述：

  1-(ω-chloroacetyl)-2-hydroxy-4-methoxybenzene 在 N-氯代丁二酰亚胺 、 四甲基胍 作用下， 以 四氢呋喃 、 四氯化碳 、 氯仿 为溶剂， 反应 2.67h， 生成 6-methoxy-2-phenylthiobenzofuran-3(2H)-one
  参考文献：
  名称：

  Arylation of α-(phenylthio)ketones with aryllead(IV) derivatives: application to the synthesis of 2-arylbenzofuran-3(2H)-one derivatives

  摘要：

  The reaction of aryllead(IV) triacetates with benzofuran-3(2H)-one 1 yields the 2,2-diarylated ketone or the monoarylated ketone with the hindered lead reagent 15. 2-Phenylthiobenzofuran-3(2H)-one 2 was easily arylated with a wide range of aryllead reagents to give arylated ketones in 29-92% yields. Alpha-acetoxylation was observed only as a side reaction with hindered lead reagents, bearing ortho-substituents.

  DOI：

  10.1039/p19930002069