dimethyl 2-(but-2-ynyl)-2-(3-(2-(ethylcarbamoyl)phenyl)prop-2-ynyl)malonate | 1231753-25-5

• 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: dimethyl 2-(but-2-ynyl)-2-(3-(2-(ethylcarbamoyl)phenyl)prop-2-ynyl)malonate
• 英文别名: Dimethyl 2-but-2-ynyl-2-[3-[2-(ethylcarbamoyl)phenyl]prop-2-ynyl]propanedioate
• CAS: 1231753-25-5
• 化学式: C₂₁H₂₃NO₅
• 分子量: 369.417
• InChiKey: ABIMSIKWBHLVMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(but-2-ynyl)-2-(3-(2-(ethylcarbamoyl)phenyl)prop-2-ynyl)malonate 在 (乙腈)[(2-联苯)二叔丁基膦]六氟锑酸金(I) 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以59%的产率得到dimethyl 2-(but-2-ynyl)-2-((1-(ethylimino)-1H-isochromen-3-yl)methyl)malonate
  参考文献：
  名称：

  Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles

  摘要：

  Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

  DOI：

  10.1021/jo100712d
• 作为产物：
  描述：

  N-ethyl-2-iodobenzamide 、 dimethyl 2-(but-2-ynyl)-2-(prop-2-ynyl)malonate 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 以98%的产率得到dimethyl 2-(but-2-ynyl)-2-(3-(2-(ethylcarbamoyl)phenyl)prop-2-ynyl)malonate
  参考文献：
  名称：

  Gold-Catalyzed Tandem Cyclizations of 1,6-Diynes Triggered by Internal N- and O-Nucleophiles

  摘要：

  Investigations on gold-catalyzed tandem cyclization reactions of 1,6-diynes, tethered to nucleophilic functionalities such as amine, carboxylic acid, amide, and sulfonamide, are reported. The ability of such substrates to undergo tandem cyclization, triggered by internal nucleophiles, has been examined. Depending on the substrate, the catalytic system, and reaction conditions, different regioisomers of monocyclic and bridged bicyclic products were obtained.

  DOI：

  10.1021/jo100712d