1-<2-<(2-Fluorphenyl)amino>phenyl>ethanon | 104014-42-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-<2-<(2-Fluorphenyl)amino>phenyl>ethanon
• 英文别名: 1-(2-(2-fluorophenylamino)phenyl)ethanone；1-(2-((2-Fluorophenyl)amino)phenyl)ethan-1-one；1-[2-(2-fluoroanilino)phenyl]ethanone
• CAS: 104014-42-8
• 化学式: C₁₄H₁₂FNO
• 分子量: 229.254
• InChiKey: FIFRWXGBRCFOHE-UHFFFAOYSA-N

物化性质

• 熔点：
  66.5-67.5 °C(Solv: ethanol (64-17-5))
• 沸点：
  321.0±27.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<2-<(2-Fluorphenyl)amino>phenyl>ethanon 在 吡啶 、 氧气 、 copper(II) trifluoroacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 130.0 ℃ 、101.33 kPa 条件下， 反应 48.0h， 以51%的产率得到4-fluoroacridin-9(10H)-one
  参考文献：
  名称：

  铜催化的好氧氧化C ？H和C ？C-官能化的1- [2-（芳基氨基）芳基]乙炔导致ano啶酮衍生物

  摘要：

  已经开发出有效的铜催化需氧氧化CH和CC功能化的1- [2-（芳基氨基）芳基]乙炔导致a啶酮。该过程涉及的切割芳族C  H和乙酰Ç  C键与分子内形成一个二芳基键的。该方案使用廉价的Cu（O 2 CCF 3）2作为催化剂，吡啶作为添加剂，经济和环境友好的氧气作为氧化剂，并以中等至良好的收率获得了具有各种官能团的相应的cri啶。

  DOI：

  10.1002/chem.201204169
• 作为产物：
  描述：

  2-氟碘苯 、 邻氨基苯乙酮 在 铜 、 potassium carbonate 作用下， 以 二丁醚 为溶剂， 反应 24.0h， 以70%的产率得到1-<2-<(2-Fluorphenyl)amino>phenyl>ethanon
  参考文献：
  名称：

  Synthesis of N-Arylindazoles and Benzimidazoles from a Common Intermediate

  摘要：

  A variety of N-aryl-1H-indazoles and benzimidazoles were synthesized from common arylamino oximes in good to excellent yields The product selectivity depends upon the base used in the reaction, as triethylamine promoted the formation of benzimidazoles, whereas 2-aminopyridine promoted the formation of N-arylindazoles This method is valuable to the synthetic community because both indazoles and benzimidazoles are prevalent in pharmaceuticals

  DOI：

  10.1021/ol101899q

文献信息

• Divergent strategy for the chemoselective synthesis of N-Arylbenzimidazoles and N-Arylindazoles from arylamino oximes
  作者：Zhen-Hua Li、Xiao-Meng Sun、Jin-Jing Qin、Zhi-Yong Tan、Wen-Biao Wang、Yao Ma

  DOI：10.1016/j.tet.2020.130945

  日期：2020.2

  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.
• Hellwinkel, Dieter; Ittemann, Peter, Chemische Berichte, 1986, vol. 119, # 10, p. 3165 - 3197
  作者：Hellwinkel, Dieter、Ittemann, Peter

  DOI：——

  日期：——
• HELLWINKEL D.; ITTEMANN P., CHEM. BER., 119,(1986) N 10, 3165-3197
  作者：HELLWINKEL D.、 ITTEMANN P.

  DOI：——

  日期：——
• Synthesis of <i>N</i>-Arylindazoles and Benzimidazoles from a Common Intermediate
  作者：Brenda C. Wray、James P. Stambuli

  DOI：10.1021/ol101899q

  日期：2010.10.15

  A variety of N-aryl-1H-indazoles and benzimidazoles were synthesized from common arylamino oximes in good to excellent yields The product selectivity depends upon the base used in the reaction, as triethylamine promoted the formation of benzimidazoles, whereas 2-aminopyridine promoted the formation of N-arylindazoles This method is valuable to the synthetic community because both indazoles and benzimidazoles are prevalent in pharmaceuticals
• Copper-Catalyzed Aerobic Oxidative CH and CC Functionalization of 1-[2-(Arylamino)aryl]ethanones Leading to Acridone Derivatives
  作者：Jipan Yu、Haijun Yang、Yuyang Jiang、Hua Fu

  DOI：10.1002/chem.201204169

  日期：2013.3.25

  Efficient copper‐catalyzed aerobic oxidative CH and CC functionalization of 1‐[2‐(arylamino)aryl]ethanones leading to acridones has been developed. The procedure involves cleavage of aromatic CH and acetyl CC bonds with intramolecular formation of a diarylketone bond. The protocol uses inexpensive Cu(O2CCF3)2 as catalyst, pyridine as additive, and economical and environmentally friendly oxygen

  已经开发出有效的铜催化需氧氧化CH和CC功能化的1- [2-（芳基氨基）芳基]乙炔导致a啶酮。该过程涉及的切割芳族C  H和乙酰Ç  C键与分子内形成一个二芳基键的。该方案使用廉价的Cu（O 2 CCF 3）2作为催化剂，吡啶作为添加剂，经济和环境友好的氧气作为氧化剂，并以中等至良好的收率获得了具有各种官能团的相应的cri啶。