4-(4-((3-(pyridin-2-yl)phenyl)sulfonyl)phenyl)morpholine | 1350442-56-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(4-((3-(pyridin-2-yl)phenyl)sulfonyl)phenyl)morpholine
• 英文别名: 4-[4-(3-Pyridin-2-ylphenyl)sulfonylphenyl]morpholine；4-[4-(3-pyridin-2-ylphenyl)sulfonylphenyl]morpholine
• CAS: 1350442-56-6
• 化学式: C₂₁H₂₀N₂O₃S
• 分子量: 380.467
• InChiKey: VRBPHUOTSOMKKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苯基吡啶 在 [RhCl2(p-cymene)]2 、 potassium carbonate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 2-(二叔丁基膦)联苯 、 sodium t-butanolate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 35.0h， 生成 4-(4-((3-(pyridin-2-yl)phenyl)sulfonyl)phenyl)morpholine
  参考文献：
  名称：

  Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines

  摘要：

  A selective catalytic meta sulfonation of 2-phenylpyridines was found to occur in the presence of (arene)ruthenium(II) complexes upon reaction with sulfonyl chlorides. The 2-pyridyl group facilitates the formation of a stable Ru-C-aryl sigma bond that induces a strong para-directing effect. Electrophilic aromatic substitution proceeds with the sulfonyl chloride to furnish a sulfone at the position meta to the chelating group. This new catalytic process offers access to atypical regioselectivity for reactions involving chelation-assisted cyclometalation.

  DOI：

  10.1021/ja208286b

文献信息

• Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines
  作者：Ourida Saidi、Jameel Marafie、Araminta E. W. Ledger、Po Man Liu、Mary F. Mahon、Gabriele Kociok-Köhn、Michael K. Whittlesey、Christopher G. Frost

  DOI：10.1021/ja208286b

  日期：2011.12.7

  A selective catalytic meta sulfonation of 2-phenylpyridines was found to occur in the presence of (arene)ruthenium(II) complexes upon reaction with sulfonyl chlorides. The 2-pyridyl group facilitates the formation of a stable Ru-C-aryl sigma bond that induces a strong para-directing effect. Electrophilic aromatic substitution proceeds with the sulfonyl chloride to furnish a sulfone at the position meta to the chelating group. This new catalytic process offers access to atypical regioselectivity for reactions involving chelation-assisted cyclometalation.