3-(4-Ethenylphenyl)-4-(4-methoxyphenyl)cyclobut-3-ene-1,2-dione | 956110-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-Ethenylphenyl)-4-(4-methoxyphenyl)cyclobut-3-ene-1,2-dione
• 英文别名: 3-(4-ethenylphenyl)-4-(4-methoxyphenyl)cyclobut-3-ene-1,2-dione
• CAS: 956110-85-3
• 化学式: C₁₉H₁₄O₃
• 分子量: 290.318
• InChiKey: IUYQMAPWDLHDNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-Ethenylphenyl)-4-(4-methoxyphenyl)cyclobut-3-ene-1,2-dione 、 4-碘苯甲醚 在 palladium diacetate 四丁基溴化铵 、 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Selective Cross-Couplings. Sequential Stille−Liebeskind/Srogl Reactions of 3-Chloro-4-arylthiocyclobutene-1,2-dione

  摘要：

  The synthesis and initial reactivity studies of 2 are described. It was found that it participates in Stille couplings exclusively at the C-Cl site with a number of organostannanes (58-71% yield) in the absence of Cu(I). Then, these new derivatives were functionalized at the C-S site with boronic acids by switching to the Liebeskind-Srogi reaction conditions (in the presence of a Cu(l) carboxylate) to yield the bifunctionalized cyclobutenediones (44-90% yield).

  DOI：

  10.1021/ol701628z
• 作为产物：
  描述：

  3-chloro-4-((4-methoxyphenyl)thio)cyclobut-3-ene-1,2-dione 在 双(乙腈)氯化钯(II) 、 tris(dibenzylideneacetone)dipalladium (0) copper(l) iodide 、 三(2-呋喃基)膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 22.0h， 生成 3-(4-Ethenylphenyl)-4-(4-methoxyphenyl)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Selective Cross-Couplings. Sequential Stille−Liebeskind/Srogl Reactions of 3-Chloro-4-arylthiocyclobutene-1,2-dione

  摘要：

  The synthesis and initial reactivity studies of 2 are described. It was found that it participates in Stille couplings exclusively at the C-Cl site with a number of organostannanes (58-71% yield) in the absence of Cu(I). Then, these new derivatives were functionalized at the C-S site with boronic acids by switching to the Liebeskind-Srogi reaction conditions (in the presence of a Cu(l) carboxylate) to yield the bifunctionalized cyclobutenediones (44-90% yield).

  DOI：

  10.1021/ol701628z

文献信息

• Selective Cross-Couplings. Sequential Stille−Liebeskind/Srogl Reactions of 3-Chloro-4-arylthiocyclobutene-1,2-dione
  作者：Angélica Aguilar-Aguilar、Eduardo Peña-Cabrera

  DOI：10.1021/ol701628z

  日期：2007.10.1

  The synthesis and initial reactivity studies of 2 are described. It was found that it participates in Stille couplings exclusively at the C-Cl site with a number of organostannanes (58-71% yield) in the absence of Cu(I). Then, these new derivatives were functionalized at the C-S site with boronic acids by switching to the Liebeskind-Srogi reaction conditions (in the presence of a Cu(l) carboxylate) to yield the bifunctionalized cyclobutenediones (44-90% yield).