ethyl-[2-furan-2-yl-1-(4-methylsulfanyl-phenyl)-2-oxo-ethyl]-carbamic acid ethyl ester | 1006593-29-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ethyl-[2-furan-2-yl-1-(4-methylsulfanyl-phenyl)-2-oxo-ethyl]-carbamic acid ethyl ester
• 英文别名: ethyl N-ethyl-N-[2-(furan-2-yl)-1-(4-methylsulfanylphenyl)-2-oxoethyl]carbamate
• CAS: 1006593-29-8
• 化学式: C₁₈H₂₁NO₄S
• 分子量: 347.435
• InChiKey: VIKMEUQTJVGYLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  一氧化碳 、 氯甲酸乙酯 、 2-(三丁基锡烷基)呋喃 、 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 四丁基溴化铵 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 20.0 ℃ 、103.42 kPa 条件下， 反应 24.0h， 以80%的产率得到ethyl-[2-furan-2-yl-1-(4-methylsulfanyl-phenyl)-2-oxo-ethyl]-carbamic acid ethyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Carbonylative Cross-Coupling with Imines:  A Multicomponent Synthesis of Imidazolones

  摘要：

  [GRAPHICS]The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.

  DOI：

  10.1021/jo701875b

文献信息

• Palladium-Catalyzed Carbonylative Cross-Coupling with Imines:  A Multicomponent Synthesis of Imidazolones
  作者：Ali R. Siamaki、Daniel A. Black、Bruce A. Arndtsen

  DOI：10.1021/jo701875b

  日期：2008.2.1

  [GRAPHICS]The palladium-catalyzed coupling of imines, chloroformates, organotin reagents, and carbon monoxide leads to the one-pot formation of ketocarbamates in good yields. These products can further be converted to highly substituted imidazolones via a cyclocondensation reaction. Overall, this methodology provides an alternative approach to imidazolones from five simple and readily available building blocks via a one-pot, multicomponent process.