1-(2-(4-(trifluoromethyl)phenylamino)phenyl)ethanone | 1246849-60-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-(4-(trifluoromethyl)phenylamino)phenyl)ethanone
• 英文别名: 1-(2-((4-(trifluoromethyl)phenyl)amino)phenyl)ethan-1-one；1-[2-[4-(trifluoromethyl)anilino]phenyl]ethanone
• CAS: 1246849-60-4
• 化学式: C₁₅H₁₂F₃NO
• 分子量: 279.262
• InChiKey: AVVGZYHTQRGSDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-(4-(trifluoromethyl)phenylamino)phenyl)ethanone 在 selenium(IV) oxide 、 盐酸羟胺 、 氧气 、 sodium acetate 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 20.0h， 生成 3-(hydroxyimino)-1-(4-(trifluoromethyl)phenyl)indolin-2-one
  参考文献：
  名称：

  Indoles, Indazoles, and Related Analogs for Inhibiting YAP/TAZ-TEAD

  摘要：

  The present disclosure relates to novel compounds, to said compounds for use as a medicine, more in particular for the prevention or treatment of diseases mediated by activity of YAP/TAZ-TEAD transcription, yet more in particular for the prevention or treatment of cancer or fibrosis. The present disclosure also relates to a method for the prevention or treatment of said diseases comprising the use of the novel compounds.

  公开号：

  US20230202985A1
• 作为产物：
  描述：

  4-碘三氟甲苯 、 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90%的产率得到1-(2-(4-(trifluoromethyl)phenylamino)phenyl)ethanone
  参考文献：
  名称：

  2-氨基苯甲酮，具有生物活性的N-芳基isatins和acridines的常见前体

  摘要：

  因为Isatin的N-芳基化仅可与碘二茂铁一起使用（且收率低），所以我们使用2-氨基苯酮的N-芳基化和随后的氧化环化反应来获得各种N-芳基化的Iatins。在这项工作的过程中，我们观察到使用2-碘呋喃，2-碘苯并呋喃和2-碘苯并噻吩的N-芳基化反应不会产生预期的衍生物，但会生成（苯并）呋喃-和（苯并）噻吩[2,3- b]喹啉。为了获得a啶和相关化合物，还在酸性条件下对2-（芳基氨基）苯酮进行了单独的环化。筛选了大多数合成的化合物在A2058黑色素瘤细胞中的抗增殖活性，以及​​针对一系列疾病相关激酶（如哺乳动物CDK5 / p25，PIM1，CLK1，DYRK1A，GSK3α/β，Haspin和利什曼体CK1）的抗增殖活性。报告了生物学结果。

  DOI：

  10.1016/j.tet.2018.02.038

文献信息

• Selenium-Promoted Intramolecular Oxidative Amidation of 2-(Arylamino)acetophenones for the Synthesis of<i>N</i>-Arylisatins
  作者：Yong Liu、Hui Chen、Xiong Hu、Wang Zhou、Guo-Jun Deng

  DOI：10.1002/ejoc.201300477

  日期：2013.7

  A convenient method for the synthesis of N-arylisatins from 2-(arylamino)acetophenones by using SeO2 as an oxidant is described. Various substituted N-arylisatins were selectively obtained in good to excellent yields. The reaction tolerates a wide range of functionalities.

  描述了一种使用 SeO2 作为氧化剂从 2-(芳基氨基) 苯乙酮合成 N-芳基色苷的简便方法。各种取代的 N-芳基染色被选择性地获得，产率良好至极好。该反应耐受范围广泛的官能团。
• Cu(i)-catalyzed intramolecular oxidative C–H amination of 2-aminoacetophenones: a convenient route toward isatins
  作者：Pang-Chi Huang、Parthasarathy Gandeepan、Chien-Hong Cheng

  DOI：10.1039/c3cc44435j

  日期：——

  2-Aminoaryl methyl ketones undergo intramolecular oxidative C–H amination to give the corresponding substituted isatins under an oxygen atmosphere in the presence of [CuI(bpy)]2.

  在[CuI(py)]2 的存在下，2-氨基芳基甲基酮在氧气氛中发生分子内氧化 CâH amination 反应，生成相应的取代异汀。
• Exploring Synthetic Strategies for 1<i>H</i>‐Indazoles and Their <i>N</i>‐Oxides: Electrochemical Synthesis of 1<i>H</i>‐Indazole <i>N</i>‐Oxides and Their Divergent C−H Functionalizations
  作者：Sagar Arepally、Taehoon Kim、Gyeongho Kim、Haesik Yang、Jin Kyoon Park

  DOI：10.1002/anie.202303460

  日期：2023.6.26

  The study reports selective electrochemical synthesis of 1H-indazoles and N-oxides, where electrochemical outcomes were dictated by the cathode material (RVC=reticulated vitreous carbon). The adaptability of 1H-indazole N-oxides for various C−H functionalization reactions was showcased. Furthermore, 1H-indazole N-oxides were utilized to synthesize the pharmaceutical molecules lificiguat and YD (3)

  该研究报告了 1 H-吲唑和N-氧化物的选择性电化学合成，其中电化学结果由阴极材料决定（RVC=网状玻璃碳）。展示了1 H -吲唑N -氧化物对各种 C−H 官能化反应的适应性。此外，1 H -吲唑N -氧化物被用于合成药物分子 lificiguat 和 YD (3)，各种药物的关键中间体，以及有机发光二极管的前体。
• 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.
• 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