2-phenyl-4-trifluoromethylphenol | 1204817-26-4

• 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: 2-phenyl-4-trifluoromethylphenol
• 英文别名: 5-(trifluoromethyl)biphenyl-2-ol；2-Hydroxy-5-(trifluoromethyl)biphenyl；2-phenyl-4-(trifluoromethyl)phenol
• CAS: 1204817-26-4
• 化学式: C₁₃H₉F₃O
• 分子量: 238.209
• InChiKey: PLHDSDPYRZFMJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-phenyl-4-trifluoromethylphenol 在 copper(l) iodide 、 氧气 、 三甲基乙酸 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 以71%的产率得到4-iodo-2-trifluoromethyldibenzofuran
  参考文献：
  名称：

  CuI-Mediated Sequential Iodination/Cycloetherification of o-Arylphenols: Synthesis of 2- or 4-Iododibenzofurans and Mechanistic Studies

  摘要：

  An efficient synthesis of 2- or 4-iododibenzofurans through Cul-mediated sequential iodination/cycloetherification of two aromatic C-H bonds in o-arylphenols has been developed. Both the preexisting electron-withdrawing groups (NO2, CN, and CHO) and the newly introduced iodide are readily modified for a focused dibenzofuran library synthesis. Mechanistic studies and DFT calculations suggest that a Cu(III)-mediated rate-limiting C-H activation step is involved in cycloetherification.

  DOI：

  10.1021/ol302562a
• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 ammonium formate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 2-phenyl-4-trifluoromethylphenol
  参考文献：
  名称：

  Syntheses and Bioactivity of o- or p-Trifluoromethylphenyl Phosphates

  摘要：

  o- and p-Trifluoromethylphenyl phosphates designed as mechanism-based phosphotyrosine phosphatase inactivators have been prepared. Some of them show herbicidal activities.

  DOI：

  10.1080/10426500802253090

文献信息

• Palladium-Catalyzed Coupling of Biphenyl-2-yl Trifluoromethanesulfonates with Dibromomethane to Access Fluorenes
  作者：Yanghui Zhang、Shulei Pan、Qiongqiong Zhu

  DOI：10.1055/a-1770-1078

  日期：2022.11

  A facile and efficient method has been developed for the synthesis of fluorenes by Pd-catalyzed C–H alkylation of biphenyl-2-yl trifluoromethanesulfonates. The trifluoromethanesulfonates are more readily available and more environmentally benign than biphenyl iodides, and are advantageous substrates for traceless directing-group-assisted C–H activation. The reaction generates C,C-palladacycles as the

  已经开发了一种通过 Pd 催化的 C-H 烷基化联苯-2-基三氟甲磺酸盐来合成芴的简便有效的方法。三氟甲磺酸盐比联苯碘化物更容易获得且对环境更友好，并且是无痕导向基团辅助 C-H 活化的有利底物。该反应生成 C,C-钯环作为关键中间体，通过与 CH2Br2 反应形成两个 C(sp2)–C(sp3) 键。该反应允许各种官能团，从而可以轻松获得一系列芴衍生物。
• DERIVATIVES OF 6-SUBSTITUTED TRIAZOLOPYRIDAZINES AS REV-ERB AGONISTS
  申请人：GENFIT

  公开号：US20150038503A1

  公开（公告）日：2015-02-05

  The present invention provides novel 6-substituted [1,2,4]triazolo[4,3-b]pyridazines that are agonists of Rev-Erb. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the activation of Rev-Erb has therapeutic effects, for instance in inflammatory and circadian rhythm-related disorders or cardiometabolic diseases.

  本发明提供了新型的6-取代[1,2,4]三唑并[4,3-b]吡啶嗪，这些化合物是Rev-Erb激动剂。这些化合物及其含有的药物组合物是治疗任何需要Rev-Erb激活具有治疗效果的疾病的适当手段，例如炎症和昼夜节律相关疾病或心脏代谢疾病。
• Derivatives of 6-substituted triazolopyridazines as Rev-Erb agonists
  申请人：GENFIT

  公开号：US10799510B2

  公开（公告）日：2020-10-13

  The present invention provides novel 6-substituted [1,2,4]triazolo[4,3-b]pyridazines that are agonists of Rev-Erb. These compounds, and pharmaceutical compositions comprising the same, are suitable means for treating any disease wherein the activation of Rev-Erb has therapeutic effects, for instance in inflammatory and circadian rhythm-related disorders or cardiometabolic diseases.

  本发明提供了新型 6-取代的[1,2,4]三唑并[4,3-b]哒嗪，它们是 Rev-Erb 的激动剂。这些化合物以及包含这些化合物的药物组合物适用于治疗任何激活 Rev-Erb 具有治疗效果的疾病，例如炎症和昼夜节律相关疾病或心脏代谢疾病。
• US9586963B2
  申请人：——

  公开号：US9586963B2

  公开（公告）日：2017-03-07
• Syntheses and Bioactivity of <i>o</i>- or <i>p</i>-Trifluoromethylphenyl Phosphates
  作者：Xinming Zhou、Yantao He、Miao Wang、Yixiang Ding

  DOI：10.1080/10426500802253090

  日期：2009.3.10

  o- and p-Trifluoromethylphenyl phosphates designed as mechanism-based phosphotyrosine phosphatase inactivators have been prepared. Some of them show herbicidal activities.