p-Chlorbenzaldoxim-O-phenylether | 55191-14-5

• 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: p-Chlorbenzaldoxim-O-phenylether
• 英文别名: 4-Chlorobenzaldehyde O-phenyl oxime；1-(4-chlorophenyl)-N-phenoxymethanimine
• CAS: 55191-14-5
• 化学式: C₁₃H₁₀ClNO
• 分子量: 231.681
• InChiKey: KJDNPOLYPQXWOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.75
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  p-Chlorbenzaldoxim-O-phenylether 在 氧气 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 甲苯 为溶剂， 反应 3.5h， 以82%的产率得到2-(4-氯苯基)-苯并噁唑
  参考文献：
  名称：

  Copper(II)-Catalyzed Conversion of Bisaryloxime Ethers to 2-Arylbenzoxazoles via C−H Functionalization/C−N/C−O Bonds Formation

  摘要：

  A copper(II)-catalyzed conversion of bisaryloxime ethers to 2-arylbenzoxazoles has been developed. The reaction involves a cascade C H functionalization and C N/C-O bond formation under oxygen atmosphere.

  DOI：

  10.1021/ol2000809
• 作为产物：
  描述：

  N-phenoxyphthalimide 在 溶剂黄146 、 肼 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 反应 12.5h， 生成 p-Chlorbenzaldoxim-O-phenylether
  参考文献：
  名称：

  Copper-Mediated Synthesis of Substituted 2-Aryl-N-benzylbenzimidazoles and 2-Arylbenzoxazoles via C–H Functionalization/C–N/C–O Bond Formation

  摘要：

  An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.

  DOI：

  10.1021/jo2005632

文献信息

• 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.
• Copper-Mediated Synthesis of Substituted 2-Aryl-<i>N</i>-benzylbenzimidazoles and 2-Arylbenzoxazoles via C–H Functionalization/C–N/C–O Bond Formation
  作者：Murali Mohan Guru、Md Ashif Ali、Tharmalingam Punniyamurthy

  DOI：10.1021/jo2005632

  日期：2011.7.1

  An efficient method for the transformation of N-benzyl bisarylhydrazones and bisaryloxime ethers to functionalized 2-aryl-N-benzylbenzimidazoles and 2-arylbenzoxazoles is described. The protocol involves a copper(II)-mediated cascade C-H functionalization/C-N/C-O bond formation under neutral conditions. Substrates having either electron-donating or -withdrawing substituents undergo the cyclization to afford the target heterocycles at moderate temperature.
• Copper(II)-Catalyzed Conversion of Bisaryloxime Ethers to 2-Arylbenzoxazoles via C−H Functionalization/C−N/C−O Bonds Formation
  作者：Murali Mohan Guru、Md Ashif Ali、Tharmalingam Punniyamurthy

  DOI：10.1021/ol2000809

  日期：2011.3.4

  A copper(II)-catalyzed conversion of bisaryloxime ethers to 2-arylbenzoxazoles has been developed. The reaction involves a cascade C H functionalization and C N/C-O bond formation under oxygen atmosphere.