2-(Trimethylsilyl)-3-(p-nitrophenyl)-1,4-naphthoquinone

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(Trimethylsilyl)-3-(p-nitrophenyl)-1,4-naphthoquinone
• 英文别名: 2-(4-Nitrophenyl)-3-trimethylsilylnaphthalene-1,4-dione
• 化学式: C₁₉H₁₇NO₄Si
• 分子量: 351.434
• InChiKey: BAWVZXTUMYSIIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-硝基碘苯 、 5-trimethylsilyl-6-(tri-n-butylstannyl)-benzo-1,4-cyclobutenone 在 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到2-(Trimethylsilyl)-3-(p-nitrophenyl)-1,4-naphthoquinone
  参考文献：
  名称：

  Substituted quinone synthesis by palladium-copper cocatalyzed cross-coupling of stannylquinones with aryl and heteroaryl iodides

  摘要：

  A general and high-yielding route to a variety of aryl- and heteroaryl-substituted quinones is now available via the palladium-copper cocatalyzed cross-coupling of stannylquinones with aryl and heteroaryl iodides. Using this technology a number of novel aromatic- and heteroaromatic-substituted quinones were produced. Mechanistic insight is presented into the various catalytic systems used.

  DOI：

  10.1021/jo00054a025

文献信息

• Substituted quinone synthesis by palladium-copper cocatalyzed cross-coupling of stannylquinones with aryl and heteroaryl iodides
  作者：Lanny S. Liebeskind、Steven W. Riesinger

  DOI：10.1021/jo00054a025

  日期：1993.1

  A general and high-yielding route to a variety of aryl- and heteroaryl-substituted quinones is now available via the palladium-copper cocatalyzed cross-coupling of stannylquinones with aryl and heteroaryl iodides. Using this technology a number of novel aromatic- and heteroaromatic-substituted quinones were produced. Mechanistic insight is presented into the various catalytic systems used.