2-((4-((trifluoromethyl)thio)phenyl)amino)naphthalene-1,4-dione | 1537-93-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-((4-((trifluoromethyl)thio)phenyl)amino)naphthalene-1,4-dione
• 英文别名: 2-(4-Trifluoromethylsulfanyl-phenylamino)-[1,4]naphthoquinone；2-[4-(trifluoromethylsulfanyl)anilino]naphthalene-1,4-dione
• CAS: 1537-93-5
• 化学式: C₁₇H₁₀F₃NO₂S
• 分子量: 349.333
• InChiKey: ZBXGHCBDNRNCTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  二苯基二硒醚 、 2-((4-((trifluoromethyl)thio)phenyl)amino)naphthalene-1,4-dione 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以75 %的产率得到2-(phenylselanyl)-3-((4-((trifluoromethyl)thio)phenyl)amino)naphthalene-1,4-dione
  参考文献：
  名称：

  Visible‐Light‐Mediated Self‐Sensitized Oxidative and Regioselective C(sp ² )−H Selenylation and Sulfenylation of Substituted 2‐Amino‐1,4‐Naphthoquinones

  摘要：

  AbstractA photochemical method based on visible‐light (white LEDs/sunlight) irradiation has been developed for the regioselective and oxidative C(sp2)−H selenylation and sulfenylation of substituted 2‐amino‐1,4‐naphthoquinones under oxygen atmosphere. The photochemical process does not require any external photoredox catalysts. The other notable advantages of this protocol are metal‐free synthesis, visible light/sunlight as energy sources, good substrate scope, and moderate to good yields (41–91 %) with high regioselectivity.

  DOI：

  10.1002/ejoc.202201343

文献信息

• Electrochemical Regioselective C(<i>sp</i>²)–H Selenylation and Sulfenylation of Substituted 2-Amino-1,4-naphthoquinones
  作者：Pintu Karmakar、Indrajit Karmakar、Debopam Pal、Suravi Das、Goutam Brahmachari

  DOI：10.1021/acs.joc.2c02486

  日期：2023.1.20