5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,4-naphthoquinone | 1192355-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,4-naphthoquinone
• CAS: 1192355-08-0
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: ACGGTRUUJKSVMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  5-羟基对萘醌 、 4-甲氧基苯硼酸 在 copper(II) tetrafluroborate hexahydrate 、 1,2-双(二苯基膦基)苯 、 palladium(II) acetylacetonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 生成 8-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,4-naphthoquinone 、 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,4-naphthoquinone
  参考文献：
  名称：

  Arylation of Benzo-Fused 1,4-Quinones by the Addition of Boronic Acids under Dicationic Pd(II)-Catalysis

  摘要：

  The first examples of the direct arylation of benzo-fused 1,4-quinones by the dicationic Pd(II)-catalyzed addition of arylboronic acids are reported. The addition reaction is carried out under very mild conditions (dioxane-H2O, rt, open air atmosphere) and is tolerant of free OH groups. In addition, the reaction shows high regioselectivity, when using nonsymmetrical quinones as starting materials.

  DOI：

  10.1021/ol902084g

文献信息

• Arylation of Benzo-Fused 1,4-Quinones by the Addition of Boronic Acids under Dicationic Pd(II)-Catalysis
  作者：María Teresa Molina、Cristina Navarro、Ana Moreno、Aurelio G. Csákÿ

  DOI：10.1021/ol902084g

  日期：2009.11.5

  The first examples of the direct arylation of benzo-fused 1,4-quinones by the dicationic Pd(II)-catalyzed addition of arylboronic acids are reported. The addition reaction is carried out under very mild conditions (dioxane-H2O, rt, open air atmosphere) and is tolerant of free OH groups. In addition, the reaction shows high regioselectivity, when using nonsymmetrical quinones as starting materials.