3-(4-methoxyphenyl)-2-thiocyanatopropanenitrile | 72132-57-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-methoxyphenyl)-2-thiocyanatopropanenitrile
• 英文别名: [1-cyano-2-(4-methoxyphenyl)ethyl] thiocyanate
• CAS: 72132-57-1
• 化学式: C₁₁H₁₀N₂OS
• 分子量: 218.279
• InChiKey: ZNMKUDCXQWQEGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  56.81
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  丙烯腈 、 硫氰酸铵 、 4-methoxybenzenediazonium tetrafluoroborate 在 tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以64%的产率得到3-(4-methoxyphenyl)-2-thiocyanatopropanenitrile
  参考文献：
  名称：

  Photoredox-Catalyzed Intermolecular Radical Arylthiocyanation/Arylselenocyanation of Alkenes: Access to Aryl-Substituted Alkylthiocyanates/Alkylselenocyanates

  摘要：

  An efficient and highly selective approach for intermolecular arylthiocyanation/arylselenocyanation of alkenes has been reported under mild conditions. Using diazonium salts as the arylating agent and ammonium thiocyanate as the thiocyanate source, chemoselective difunctionalization of alkenes has been done under irradiation of visible light. Both styrenes and acrylates work well to deliver various aryl-substituted alkylthiocyanates in good to excellent yields. In addition, hitherto unknown beta-aryl alkylselenocyanates were also synthesized using the developed protocol with potassium selenocyanate.

  DOI：

  10.1021/acs.joc.8b03155