2-[(2-benzoyloxy-4-fluoro)phenyl]pyridine | 1186200-29-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-[(2-benzoyloxy-4-fluoro)phenyl]pyridine
• 英文别名: 5-fluoro-2-(pyridin-2-yl)phenyl benzoate；(5-Fluoro-2-pyridin-2-ylphenyl) benzoate；(5-fluoro-2-pyridin-2-ylphenyl) benzoate
• CAS: 1186200-29-2
• 化学式: C₁₈H₁₂FNO₂
• 分子量: 293.297
• InChiKey: AKSUQJYJYSJXOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  碘苯二乙酸 在 palladium diacetate 作用下， 以 甲醇 、 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 8.5h， 生成 2-[(2-benzoyloxy-4-fluoro)phenyl]pyridine
  参考文献：
  名称：

  Palladium catalyzed ortho-C–H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates

  摘要：

  A palladium-catalyzed ortho-C-H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates has been developed. The reaction employed the stable and easily accessible hypervalent iodine reagents as both benzoxylate source and oxidant which made the protocol simple and facile. It showed high regioselectivity and good functional group tolerance, and gave the mono-benzoxylation products in moderate to excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.097

文献信息

• ‘Ligand-free’ palladium-catalyzed direct C–H bond oxidative acyloxylation of 2-arylpyridines with aromatic carboxylic acids
  作者：Chao-Jun Hu、Xiao-Hong Zhang、Qiu-Ping Ding、Ting Lv、Shao-Peng Ge、Ping Zhong

  DOI：10.1016/j.tetlet.2012.03.022

  日期：2012.5

  A palladium-catalyzed direct C–H bond oxidative acyloxylation of 2-arylpyridines with aromatic carboxylic acids is described. Several 2-arylpyridines derivatives and aromatic carboxylic acids participate in the reaction, providing a series of mono-acyloxylated products in moderate to good yields. Importantly, the reaction can be conducted without using any ligands in a lower temperature.

  描述了2-芳基吡啶与芳族羧酸的钯催化直接CH键氧化酰氧基化反应。几种2-芳基吡啶衍生物和芳族羧酸参与该反应，以中等至良好的产率提供了一系列单酰氧基化的产物。重要的是，可以在较低温度下不使用任何配体的情况下进行反应。
• Copper(II)-catalyzed <i>ortho</i>-Benzoxylation of 2-Arylpyridines with Sodium Carboxylates
  作者：Liping Li、Peng Yu、Jiang Cheng、Fan Chen、Changduo Pan

  DOI：10.1246/cl.2012.600

  日期：2012.6.5

  Copper-catalyzed ortho-benzoxylation of an sp2 C–H bond by sodium carboxylates is described. The procedure tolerates carbomethoxy, formyl, bromo, and chloro groups, providing the benzoxylated products in moderate to good yields.

  描述了一种通过钠羧酸盐催化的铜催化的sp2 C–H键旁位苯甲氧基化反应。该工艺能够耐受碳甲氧基、甲醛、溴和氯基团，产生中到良好的苯甲氧基化产物。
• Rhodium-Catalyzed <i>ortho</i>-Benzoxylation of sp² C−H Bond
  作者：Zhishi Ye、Wenhui Wang、Fang Luo、Shouhui Zhang、Jiang Cheng

  DOI：10.1021/ol901609t

  日期：2009.9.3

  A rhodium-catalyzed ortho-benzoxylation of the sp(2) C-H bond by carboxylic acids Is described. The procedure tolerates carbomethoxy, formyl, bromo, chloro, and nitro groups, providing the benzoxylated products in moderate to good yields. Importantly, no external oxidant was required for the transformation.
• Palladium catalyzed ortho-C–H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates
  作者：Qian Zhang、Ying Wang、Tingting Yang、Li Li、Dong Li

  DOI：10.1016/j.tetlet.2015.09.097

  日期：2015.10

  A palladium-catalyzed ortho-C-H-benzoxylation of 2-arylpyridines using iodobenzene dibenzoates has been developed. The reaction employed the stable and easily accessible hypervalent iodine reagents as both benzoxylate source and oxidant which made the protocol simple and facile. It showed high regioselectivity and good functional group tolerance, and gave the mono-benzoxylation products in moderate to excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.