2-(2-氟苄基)吡啶 | 1374650-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(2-氟苄基)吡啶
• 英文名称: 2-(2-fluorobenzyl)pyridine
• 英文别名: 2-[(2-Fluorophenyl)methyl]pyridine
• CAS: 1374650-39-1
• 化学式: C₁₂H₁₀FN
• 分子量: 187.217
• InChiKey: SMMUWWBKBITEMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-氟苄基)吡啶 在 copper(l) iodide 、 氧气 、 溶剂黄146 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以61%的产率得到2-(2-氟苯甲酰)吡啶
  参考文献：
  名称：

  通过铜和铁催化氧化芳基（二）az嗪基甲烷的亚甲基合成芳基（二）az嗪基酮

  摘要：

  可持续的氧化：描述了一种将芳基（二）叠氮基甲烷转化为芳基（二）叠氮基酮的氧化方法。使用贱金属（铜和铁）作为催化剂，并结合使用O 2作为氧化剂，这使该方法具有可持续性。该方法的实用性通过6-（4-甲基苯甲酰基）吡啶-2-甲醛的合成来说明，该中间体是制备药物卡维他汀的中间体。

  DOI：

  10.1002/anie.201108540
• 作为产物：
  描述：

  碳酸甲丙酯 在 正丁基锂 、 palladium(II) trifluoroacetate 、 caesium carbonate 、 三环己基膦 作用下， 以 四氢呋喃 、 正己烷 、 邻二甲苯 、 甲苯 为溶剂， 反应 9.0h， 生成 2-(2-氟苄基)吡啶
  参考文献：
  名称：

  通过铜和铁催化氧化芳基（二）az嗪基甲烷的亚甲基合成芳基（二）az嗪基酮

  摘要：

  可持续的氧化：描述了一种将芳基（二）叠氮基甲烷转化为芳基（二）叠氮基酮的氧化方法。使用贱金属（铜和铁）作为催化剂，并结合使用O 2作为氧化剂，这使该方法具有可持续性。该方法的实用性通过6-（4-甲基苯甲酰基）吡啶-2-甲醛的合成来说明，该中间体是制备药物卡维他汀的中间体。

  DOI：

  10.1002/anie.201108540

文献信息

• [EN] QUINAZOLINONE DERIVATIVES AS ANTIVIRAL AGENTS<br/>[FR] DÉRIVÉS DE QUINAZOLINONE EN TANT QU'AGENTS ANTIVIRAUX
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2012087938A1

  公开（公告）日：2012-06-28

  Provided are compounds and pharmaceutically acceptable salts thereof, their pharmaceutical compositions, their methods of preparation, and their use for treating viral infections mediated by a member of the Flaviviridae family of viruses such as hepatitis C virus (HCV).

  提供了化合物及其药用盐，它们的药物组合物，它们的制备方法，以及它们用于治疗由黄病毒科（Flaviviridae）家族成员介导的病毒感染，如丙型肝炎病毒（HCV）的用途。
• Palladium-Catalyzed Double C–H Functionalization of Arenes at the Positions &lt;i&gt;ortho&lt;/i&gt; and &lt;i&gt;meta&lt;/i&gt; to Their Directing Group: Concise Synthesis of Benzocyclobutenes
  作者：Takeshi Nanjo、Chihiro Tsukano、Yoshiji Takemoto

  DOI：10.1248/cpb.c16-00439

  日期：——

  The synthesis of benzocyclobutenes from simple arenes bearing a directing group was investigated via the palladium-catalyzed cyclization of norbornene derivatives. This approach allowed for the facile construction of benzocyclobutenes along with the double functionalization of the C–H bonds at the positions ortho and meta to the directing group. This result shows that the key palladacyclopentene intermediate in the Catellani reaction can be prepared by the directed double ortho C–H activation of the substrate. The results of this study also revealed that the combination of an N-protected amino acid with benzoquinone (BQ) was effective for this transformation.

  研究了通过钯催化的环化反应，将简单的带有导向基团的芳烃合成苯并环丁烯的方法。这种方法使得苯并环丁烯的构建变得简单，同时实现了对导向基团邻位和间位C–H键的双功能化。该结果表明，Catellani反应中的关键钯环戊烯中间体可以通过底物的定向双邻位C–H活化来制备。这项研究的结果还显示，将N保护的氨基酸与苯醌（BQ）结合是有效的转化方法。
• Facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes
  作者：Jason R. Schmink、Matthew T. Tudge

  DOI：10.1016/j.tetlet.2012.09.112

  日期：2013.1

  A palladium-catalyzed cross coupling of nitrogen bearing heterocyclic chloromethyl derivatives with aryl and heteroaryl boronic acids has been developed. In almost all cases, highly efficient cross-couplings were observed at ambient temperature, mitigating unwanted thermally induced side-reactions. The comprehensive substrate scope and respectable yields highlight the synthetic utility of this reaction. (C) 2012 Elsevier Ltd. All rights reserved.
• Copper-Catalyzed α-Methylenation of Benzylpyridines Using Dimethylacetamide as One-Carbon Source
  作者：Masaki Itoh、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol500655k

  日期：2014.4.4

  The direct alpha-methylenation of benzylpyridines was achieved using N,N-dimethylacetamide (DMA) as a one-carbon source under copper catalysis. An intermediary species was detected at an early stage, and a possible mechanism was proposed. Additionally, alpha-oxygenation and dimerization of benzylpyridines could also be performed efficiently.
• Synergistic H₄NI–AcOH Catalyzed Oxidation of the C_sp³–H Bonds of Benzylpyridines with Molecular Oxygen
  作者：Lanhui Ren、Lianyue Wang、Ying Lv、Guosong Li、Shuang Gao

  DOI：10.1021/acs.orglett.5b00602

  日期：2015.5.1

  The oxidation of benzylpyridines forming benzoylpyridines was achieved based on a synergistic H4NI-AcOH catalyst and molecular oxygen in high yield under solvent-free conditions. This is the first nonmetallic catalytic system for this oxidation transformation using molecular oxygen as the oxidant. The catalytic system has a wide scope of substrates and excellent chemoselectivity, and this procedure can also be scaled up. The study of a preliminary reaction mechanism demonstrated that the oxidation of the C-sp(3)-H bonds of benzylpyridines was promoted by the pyridinium salts formed by AcOH and benzylpyridines. The synergistic effect of H4NI-AcOH was also demonstrated by control experiments.