4,5,6,7-tetrafluoro-2-phenylbenzofuran | 34073-34-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 4,5,6,7-tetrafluoro-2-phenylbenzofuran
• 英文别名: 2-phenyl(F-benzo)furan；4,5,6,7-tetrafluoro-2-phenyl-benzofuran；4,5,6,7-Tetrafluor-2-phenylbenzofuran；4,5,6,7-Tetrafluoro-2-phenyl-1-benzofuran
• CAS: 34073-34-2
• 化学式: C₁₄H₆F₄O
• 分子量: 266.195
• InChiKey: AOSFLUVNYAFKFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5,6,7-tetrafluoro-2-phenylbenzofuran 在 aluminum (III) chloride 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 二乙二醇二甲醚 、 异丙醇 、 mineral oil 为溶剂， 反应 3.5h， 生成
  参考文献：
  名称：

  酮转化为发蓝光的缺电子苯并呋喃

  摘要：

  芳基烷基酮作为双 O,C-亲核试剂与全氟苯反应，生成强蓝色发射的四氟-2-芳基苯并呋喃。

  DOI：

  10.1002/chem.202203464
• 作为产物：
  描述：

  2-(pentafluorophenyl)acetophenone 在 sodium hydride 作用下， 以 二乙二醇二甲醚 、 异丙醇 、 mineral oil 为溶剂， 以1.40 g的产率得到4,5,6,7-tetrafluoro-2-phenylbenzofuran
  参考文献：
  名称：

  酮转化为发蓝光的缺电子苯并呋喃

  摘要：

  芳基烷基酮作为双 O,C-亲核试剂与全氟苯反应，生成强蓝色发射的四氟-2-芳基苯并呋喃。

  DOI：

  10.1002/chem.202203464

文献信息

• Photocatalytic C–F alkylation; facile access to multifluorinated arenes
  作者：A. Singh、J. J. Kubik、J. D. Weaver

  DOI：10.1039/c5sc03013g

  日期：——

  From the top down; access to complex multifluorinated arenes via multiple photocatalytic C–F substitutions.

  从上到下；通过多次光催化C-F取代获得复杂的多氟芳烃。
• Photocatalytic Hydrodefluorination: Facile Access to Partially Fluorinated Aromatics
  作者：Sameera M. Senaweera、Anuradha Singh、Jimmie D. Weaver

  DOI：10.1021/ja500031m

  日期：2014.2.26

  science as well as the pharmaceutical and agrochemical industries and yet are often difficult to access. This Communication describes a photocatalytic hydrodefluorination approach which begins with easily accessible perfluoroarenes and selectively reduces the C-F bonds. The method allows facile access to a number of partially fluorinated arenes and takes place with unprecedented catalytic activity

  多氟芳烃对于材料科学以及制药和农业化学工业至关重要，但通常很难获得。该通讯描述了一种光催化加氢脱氟方法，该方法从容易获得的全氟芳烃开始并选择性地减少 CF 键。该方法可以轻松获得许多部分氟化的芳烃，并且使用安全且廉价的胺作为还原剂以前所未有的催化活性发生。
• Synthesis of polyfluorinated benzofurans
  作者：Larisa Politanskaya、Nadezhda Troshkova、Evgeny Tretyakov、Chanjuan Xi

  DOI：10.1016/j.jfluchem.2019.109371

  日期：2019.11

  A simple and efficient approach to the synthesis of fluorinated benzofurans including the Sonogashira cross-coupling of o-iodophenols with terminal Ph- and n-Bu-acetylenes, followed by intramolecular cyclization, in good to excellent yields is reported.

  报道了一种简单有效的合成氟化苯并呋喃的方法，包括邻碘苯酚与末端Ph-和n -Bu-乙炔的Sonogashira交叉偶联，然后进行分子内环化，得到良好或优异的收率。
• Palladium-catalyzed Decarboxylative α-Polyfluoroarylation of Ketones
  作者：Ryohei Doi、Kanako Hayashi、Yoshihiro Sato

  DOI：10.1246/cl.210092

  日期：2021.6.5

  Herein, we report palladium-catalyzed decarboxylative α-polyfluoroarylation of ketones. As a result of reaction condition screening, XPhos and Ruphos were selected as ancillary ligands for Pd(0) catalysts. The reaction was applied to a variety of substrates. A cross-over experiment was conducted to gain insight into the reaction mechanism.

  在此，我们报告了钯催化的去羧基化α-多氟芳基化酮类化合物的反应。通过反应条件筛选，选定XPhos和Ruphos作为Pd(0)催化剂的辅助配体。该反应适用于多种底物。进行了交叉实验以深入了解反应机制。
• <i>ortho</i>-Disubstituted<i>F</i>-Benzenes. IV. The Formation of 2-Acyl-<i>F</i>-phenyl Carboxylates from (<i>F</i>-Benzo)furans by the Oxidative Cleavage of the Furan-ring
  作者：Yoshinari Inukai、Takaaki Sonoda、Hiroshi Kobayashi

  DOI：10.1246/bcsj.55.337

  日期：1982.1

  2,3-Diphenyl-, 2-phenyl-3-methyl-, and 2-methyl-3-phenyl(F-benzo)furans were oxidized with chromium trioxide in acetic acid to yield 2-benzoyl-F-phenyl benzoate, 2-acetyl-F-phenyl benzoate, and 2-benzoyl-F-phenyl acetate respectively, while 2-phenyl(F-benzo)furan was least susceptible to the same reagent, affording 1-(2-hydroxy-F-phenyl)-2-phenylethanedione in a poor yield. The spectral data of the products were compatible with the structure of ortho-disubstituted F-benzene.

  2,3-Diphenyl-, 2-phenyl-3-methyl-, and 2-methyl-3-phenyl(F-benzo)furans were oxidated with chromium trioxide in acetic acid to produce 2-benzoyl-F-phenyl benzoate, 2-acetyl-F-phenyl benzoate、而 2-苯基（F-苯并呋喃）最不容易受到相同试剂的影响，生成的 1-（2-羟基-F-苯基）-2-苯基乙二酮收率很低。产物的光谱数据与正交二取代 F-苯的结构相符。