2,3,5,6-tetramethyl-1-(4-methoxyphenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate | 340169-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,5,6-tetramethyl-1-(4-methoxyphenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate
• 英文别名: [1-(4-Methoxyphenyl)sulfanyl-2,3,5,6-tetramethyl-4-oxocyclohexa-2,5-dien-1-yl] 2-chloroacetate
• CAS: 340169-23-5
• 化学式: C₁₉H₂₁ClO₄S
• 分子量: 380.892
• InChiKey: OJTXMKWKBDHJDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-环己烯氧基三甲基硅烷 、 2,3,5,6-tetramethyl-1-(4-methoxyphenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate 在 三氟甲磺酸三甲基硅酯 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以96%的产率得到2-(p-Nitrophenylthio)-cyclohexanon
  参考文献：
  名称：

  Facile and Efficient Sulfenylation Method Using Quinone Mono-O,S-Acetals under Mild Conditions

  摘要：

  A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.

  DOI：

  10.1021/jo001710q
• 作为产物：
  描述：

  1-ethoxyvinyl 2-chloroacetate 、 4-(4-methoxyphenyl)sulfinyl-2,3,5,6-tetramethylphenol 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以86%的产率得到2,3,5,6-tetramethyl-1-(4-methoxyphenylthio)-4-oxocyclohexa-2,5-dienyl 2-chloroacetate
  参考文献：
  名称：

  Facile and Efficient Sulfenylation Method Using Quinone Mono-O,S-Acetals under Mild Conditions

  摘要：

  A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.

  DOI：

  10.1021/jo001710q

文献信息

• Facile and Efficient Sulfenylation Method Using Quinone Mono-<i>O,S</i>-Acetals under Mild Conditions
  作者：Masato Matsugi、Kenji Murata、Kentoku Gotanda、Hisanori Nambu、Gopinathan Anilkumar、Keita Matsumoto、Yasuyuki Kita

  DOI：10.1021/jo001710q

  日期：2001.4.1

  A novel sulfenylation method induced by aromatization of quinone mono-O,S-acetals is described. These sulfenylation reagents readily react with silyl enolethers or electron rich aromatic compounds to give sulfenylation products under mild conditions. In particular, O,S-acetal 2j, which possesses a pentafluorophenylthio function, is the most effective reagent from the standpoint of the adaptability for various substrates.