3,5-diphenyl-4-(4-nitrophenyl)isoxazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-diphenyl-4-(4-nitrophenyl)isoxazole
• 英文别名: 4-(4-nitrophenyl)-3,5-diphenylisoxazole；4-(4-nitrophenyl)-3,5-diphenyl-1,2-oxazole
• 化学式: C₂₁H₁₄N₂O₃
• 分子量: 342.354
• InChiKey: FZKJQUWDVOUSKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methoxy-dimethyl(phenylethynyl)silane 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex potassium hydrogencarbonate 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 为溶剂， 反应 7.75h， 生成 3,5-diphenyl-4-(4-nitrophenyl)isoxazole
  参考文献：
  名称：

  Synthesis of 3,4,5-Trisubstituted Isoxazoles via Sequential [3 + 2] Cycloaddition/Silicon-Based Cross-Coupling Reactions

  摘要：

  A [3 + 2] cycloaddition reaction between alkynyldimethylsilyl ethers and arlyl and alkyl nitrile oxides to produce isoxazolylsilanols has been developed. The cross-coupling reactions of these heterocyclic silanols with a variety of aryl iodides affords 3,4,5 -trisubstituted isoxazoles. This sequential process allows for rapid variation of substituents at the 3 4, and 5 positions of the isoxazole.

  DOI：

  10.1021/jo047755z

文献信息

• Synthesis of 3,4,5-Trisubstituted Isoxazoles via Sequential [3 + 2] Cycloaddition/Silicon-Based Cross-Coupling Reactions
  作者：Scott E. Denmark、Jeffrey M. Kallemeyn

  DOI：10.1021/jo047755z

  日期：2005.4.1

  A [3 + 2] cycloaddition reaction between alkynyldimethylsilyl ethers and arlyl and alkyl nitrile oxides to produce isoxazolylsilanols has been developed. The cross-coupling reactions of these heterocyclic silanols with a variety of aryl iodides affords 3,4,5 -trisubstituted isoxazoles. This sequential process allows for rapid variation of substituents at the 3 4, and 5 positions of the isoxazole.