2-chloro-2'-hydroxy-4'-methoxy-2-(phenylthio)acetophenone | 153432-53-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-chloro-2'-hydroxy-4'-methoxy-2-(phenylthio)acetophenone
• 英文别名: 2-Chloro-1-(2-hydroxy-4-methoxyphenyl)-2-(phenylthio)ethanone；2-chloro-1-(2-hydroxy-4-methoxyphenyl)-2-phenylsulfanylethanone
• CAS: 153432-53-2
• 化学式: C₁₅H₁₃ClO₃S
• 分子量: 308.785
• InChiKey: BWMOKERISSHFOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloro-2'-hydroxy-4'-methoxy-2-(phenylthio)acetophenone 在 吡啶 、 四甲基胍 作用下， 以 氯仿 为溶剂， 反应 8.5h， 生成 2-acetoxy-6-methoxy-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 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 2.17h， 生成 2-chloro-2'-hydroxy-4'-methoxy-2-(phenylthio)acetophenone
  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

文献信息

• Arylation of α-(phenylthio)ketones with aryllead(<scp>IV</scp>) derivatives: application to the synthesis of 2-arylbenzofuran-3(2H)-one derivatives
  作者：Dervilla M. X. Donnelly、Joshua M. Kielty、Antoine Cormons、Jean-Pierre Finet

  DOI：10.1039/p19930002069

  日期：——

  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.