3-phenyl-5-(((trifluoromethyl)thio)methyl)-4,5-dihydroisoxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-phenyl-5-(((trifluoromethyl)thio)methyl)-4,5-dihydroisoxazole
• 英文别名: 3-Phenyl-5-(trifluoromethylsulfanylmethyl)-4,5-dihydro-1,2-oxazole；3-phenyl-5-(trifluoromethylsulfanylmethyl)-4,5-dihydro-1,2-oxazole
• 化学式: C₁₁H₁₀F₃NOS
• 分子量: 261.268
• InChiKey: KHMUJNXRVMGDCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-phenyl-5-(((trifluoromethyl)thio)methyl)-4,5-dihydroisoxazole 在 铁粉 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 10.0h， 以87%的产率得到3-hydroxy-1-phenyl-4-trifluoromethylthio-1-butanone
  参考文献：
  名称：

  Copper-Catalyzed Intramolecular Oxytrifluoromethylthiolation of Unactivated Alkenes

  摘要：

  A mild, versatile, and convenient method for efficient intramolecular oxytrifluoromethylthiolation of unactivated alkenes catalyzed by Cu(OAc)(2) has been developed. The reactions were carried out under aerobic conditions and formed a variety of isoxazolines bearing a -SCF3 substituent.

  DOI：

  10.1021/ol502624z
• 作为产物：
  描述：

  1-phenylbut-3-en-1-one oxime 、 双(三氟甲基)二硫化物 反应 12.0h， 以46%的产率得到3-phenyl-5-(((trifluoromethyl)thio)methyl)-4,5-dihydroisoxazole
  参考文献：
  名称：

  Copper-Catalyzed Intramolecular Oxytrifluoromethylthiolation of Unactivated Alkenes

  摘要：

  A mild, versatile, and convenient method for efficient intramolecular oxytrifluoromethylthiolation of unactivated alkenes catalyzed by Cu(OAc)(2) has been developed. The reactions were carried out under aerobic conditions and formed a variety of isoxazolines bearing a -SCF3 substituent.

  DOI：

  10.1021/ol502624z

文献信息

• Copper-Catalyzed Intramolecular Oxytrifluoromethylthiolation of Unactivated Alkenes
  作者：Liping Zhu、Guoqiang Wang、Quanping Guo、Zhaoqing Xu、Di Zhang、Rui Wang

  DOI：10.1021/ol502624z

  日期：2014.10.17

  A mild, versatile, and convenient method for efficient intramolecular oxytrifluoromethylthiolation of unactivated alkenes catalyzed by Cu(OAc)(2) has been developed. The reactions were carried out under aerobic conditions and formed a variety of isoxazolines bearing a -SCF3 substituent.