5-[(5-Chlorothiophen-2-yl)methylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-[(5-Chlorothiophen-2-yl)methylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione
• 化学式: C₁₁H₉ClN₂O₃S
• 分子量: 284.723
• InChiKey: UZXYTNQBVZLYEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-phenyl-4-vinyl-1,3-dioxolan-2-one 、 5-[(5-Chlorothiophen-2-yl)methylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 氯仿 为溶剂， 反应 23.0h， 以46%的产率得到7-(5-chlorothiophen-2-yl)-2,4-dimethyl-10-phenyl-8-oxa-2,4-diazaspiro[5.6]dodec-10-ene-1,3,5-trione
  参考文献：
  名称：

  Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived Alkenes

  摘要：

  A palladium/XantPhos-catalyzed [5 + 2] annulation of VECs with electron-deficient alkenes having an isolated carbon-carbon double bond has been developed to afford spirobarbiturate-tetrahydrooxepines. This study provides an expedient assembly of biologically interesting spirobarbiturate-tetrahydrooxepines. The easy scalability and versatile transformability of the reaction products were also exhibited.

  DOI：

  10.1021/acs.orglett.0c02508
• 作为产物：
  描述：

  5-氯噻吩-2-甲醛 、 1,3-二甲基巴比妥酸 以 乙醇 为溶剂， 反应 12.0h， 生成 5-[(5-Chlorothiophen-2-yl)methylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione
  参考文献：
  名称：

  Palladium-Catalyzed [5 + 2] Annulation of Vinylethylene Carbonates with Barbiturate-Derived Alkenes

  摘要：

  A palladium/XantPhos-catalyzed [5 + 2] annulation of VECs with electron-deficient alkenes having an isolated carbon-carbon double bond has been developed to afford spirobarbiturate-tetrahydrooxepines. This study provides an expedient assembly of biologically interesting spirobarbiturate-tetrahydrooxepines. The easy scalability and versatile transformability of the reaction products were also exhibited.

  DOI：

  10.1021/acs.orglett.0c02508