(E)-1-(2-(p-tolylamino)phenyl)propan-1-one oxime | 1326778-68-0

• 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: (E)-1-(2-(p-tolylamino)phenyl)propan-1-one oxime
• CAS: 1326778-68-0
• 化学式: C₁₆H₁₈N₂O
• 分子量: 254.332
• InChiKey: DBAATDLNCOMEKU-OBGWFSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.62
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-1-(2-(p-tolylamino)phenyl)propan-1-one oxime 在 三光气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以83%的产率得到3-ethyl-1-(p-tolyl)-1H-indazole
  参考文献：
  名称：

  Divergent strategy for the chemoselective synthesis of N-Arylbenzimidazoles and N-Arylindazoles from arylamino oximes

  摘要：

  An efficient and divergent synthesis of N-arylbenzimidazoles and N-arylindazoles from arylamino oximes based on reaction conditions selection was developed. The synthesis was approached by treating oximes with BTC and the chemoselectivity was regulated by the amount of Et3N. This switchable N-N and N-C bond formation process features mild reaction conditions, simple execution, high chemoselectivity and broad substrate scope. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2020.130945
• 作为产物：
  描述：

  1-(2-(p-tolylamino)phenyl)propan-1-one 在 盐酸羟胺 作用下， 以76%的产率得到(E)-1-(2-(p-tolylamino)phenyl)propan-1-one oxime
  参考文献：
  名称：

  Divergent strategy for the chemoselective synthesis of N-Arylbenzimidazoles and N-Arylindazoles from arylamino oximes

  摘要：

  An efficient and divergent synthesis of N-arylbenzimidazoles and N-arylindazoles from arylamino oximes based on reaction conditions selection was developed. The synthesis was approached by treating oximes with BTC and the chemoselectivity was regulated by the amount of Et3N. This switchable N-N and N-C bond formation process features mild reaction conditions, simple execution, high chemoselectivity and broad substrate scope. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2020.130945

文献信息

• Copper-catalyzed N-arylation of amines with part-per-million catalyst loadings under air at room temperature
  作者：Ruilong Xie、Hua Fu、Yun Ling

  DOI：10.1039/c1cc13516c

  日期：——

  An efficient copper-catalyzed method for N-arylation of amines has been developed with part-per-million catalyst loadings at room temperature under air. Reactions of substituted (E)-1-(2-halophenyl)alkanone oximes with aliphatic amines or aromatic amines provided the N-arylation products in good to excellent yields.

  已经开发出一种有效的铜催化的胺N-芳基化方法，室温下在空气中的百万分之几的催化剂负载量。取代的（E）-1-（2-卤代苯基）烷酮肟与脂族胺或芳族胺的反应提供了良好收率的N-芳基化产物。