1-(2,4-dichlorophenyl)but-3-en-1-one oxime | 1574316-78-1

• 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: 1-(2,4-dichlorophenyl)but-3-en-1-one oxime
• CAS: 1574316-78-1
• 化学式: C₁₀H₉Cl₂NO
• 分子量: 230.094
• InChiKey: FJGJHJJIEXPWCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(2,4-dichlorophenyl)but-3-en-1-one oxime 在 sodium acetate 、 copper(II) bis(trifluoromethanesulfonate) 、 1-叠氮基-1,2-苯并氧代-3(1h)-酮 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以76%的产率得到5-(Azidomethyl)-3-(2,4-dichlorophenyl)-4,5-dihydro-1,2-oxazole
  参考文献：
  名称：

  Copper-Catalyzed Oxyazidation of Unactivated Alkenes: A Facile Synthesis of Isoxazolines Featuring an Azido Substituent

  摘要：

  A novel and efficient Cu(OAc)(2)-catalyzed oxyazidation of unactivated alkenes was developed. The reactions are easy to conduct, occur under mild conditions, and form azido-substituted isoxazolines in good yields.

  DOI：

  10.1021/ol403687k
• 作为产物：
  描述：

  1-(2,4-dichlorophenyl)but-3-en-1-ol 在 Jones reagent 、 盐酸羟胺 、 sodium acetate 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 生成 1-(2,4-dichlorophenyl)but-3-en-1-one oxime
  参考文献：
  名称：

  Copper-Catalyzed Oxyazidation of Unactivated Alkenes: A Facile Synthesis of Isoxazolines Featuring an Azido Substituent

  摘要：

  A novel and efficient Cu(OAc)(2)-catalyzed oxyazidation of unactivated alkenes was developed. The reactions are easy to conduct, occur under mild conditions, and form azido-substituted isoxazolines in good yields.

  DOI：

  10.1021/ol403687k

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.
• Iodine(III)-Mediated Oxy-fluorination of Alkenyl Oximes: An Easy Path to Monofluoromethyl-Substituted Isoxazolines
  作者：Weidong Kong、Quanping Guo、Zhaoqing Xu、Guoqiang Wang、Xianxing Jiang、Rui Wang

  DOI：10.1021/acs.orglett.5b01646

  日期：2015.8.7

  A highly regioselective intramolecular oxy-fluorination of alkenyl oximes was achieved. This new transformation represents an efficient method for the preparation of monofluoromethyl-substituted isoxazolines. The synthetic application of the oxy-fluorination product was demonstrated by a one-step synthesis of monofluoromethyl-substituted beta-hydroxyl ketone derivatives.