acetophenone O-4-tolyl oxime | 1166839-27-5

• 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: acetophenone O-4-tolyl oxime
• 英文别名: N-(4-methylphenoxy)-1-phenylethanimine
• CAS: 1166839-27-5
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: CUNDBYJWHZCHKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  苯乙酮肟 、 4-甲苯硼酸 在 copper diacetate 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 以79%的产率得到acetophenone O-4-tolyl oxime
  参考文献：
  名称：

  O-芳基肟醚类似物是钯催化水中Suzuki-Miyaura偶联的新型有效配体

  摘要：

  在室温下，芳基溴化物和芳基硼​​酸在水中钯催化的Suzuki-Miyaura钯偶联反应中，研究了O-芳基肟醚类似物L1 - L3作为配体的情况。使用PdCl 2和Pd（OAc）2在有氧条件下优化了交叉偶联的反应条件。从本文研究的三种电子不同的O-芳基肟醚配体中，在K 2 CO 3作为碱和氢的存在下，使用1-苯基-乙酮O-（4-氯-苯基）-肟 L2表现出最佳的催化体系。TBAB为启动子。

  DOI：

  10.1016/j.tetlet.2014.03.113

文献信息

• Copper(II) Acetate–Mediated Cross-Coupling of Phenylboronic Acids with Aryloximes: Synthesis of O-Aryloximes
  作者：Xing-Hua Feng、Guo-Zhen Zhang、Cheng-Qun Chen、Ming-Yu Yang、Xiao-Yun Xu、Guo-Sheng Huang

  DOI：10.1080/00397910802590910

  日期：2009.4.22

  A novel method for the synthesis of O-aryloxime is described. It consisted of the coupling reaction between phenylboronic acids and aryloximes in the presence of catalytic quantities of copper(II) acetate. This reaction takes place in the presence of pyridine under a mild condition (DCE, Rt, 24-36h) with moderate yield. It represents a good alternative to known methods for O-aryloxime synthesis.
• org/10.1016/j.tetlet.2012.09.003
  作者：Mondal, Manoj、Sarmah, Gayatri、Gogoi, Kongkona、Bora, Utpal

  DOI：org/10.1016/j.tetlet.2012.09.003

  日期：——
• Polymer-supported copper complex for the direct synthesis of O-aryloxime ethers via cross-coupling of oximes and arylboronic acids
  作者：Liang Wang、Chengyan Huang、Chun Cai

  DOI：10.1016/j.catcom.2009.12.012

  日期：2010.2

  L-proline functionalized chloroacetylated polystyrene supported copper (II) complex was prepared and found to be effective for the cross-coupling reaction between aromatic oximes and arylboronic acids under mild conditions. Only catalytic amount of catalyst was required and no deoximation occurred. The catalyst could be recovered by simple filtration and reused several times without significant loss of activity. (C) 2009 Elsevier B.V. All rights reserved.