4-[4-isopropenyl-1-(4-nitro-phenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-benzoic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4-[4-isopropenyl-1-(4-nitro-phenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-benzoic acid methyl ester
• 英文别名: Methyl 4-[1-(4-nitrophenyl)-2,5-dioxo-4-prop-1-en-2-ylpyrrol-3-yl]benzoate；methyl 4-[1-(4-nitrophenyl)-2,5-dioxo-4-prop-1-en-2-ylpyrrol-3-yl]benzoate
• 化学式: C₂₁H₁₆N₂O₆
• 分子量: 392.368
• InChiKey: IRZONFQQIDJRKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(3-methoxycarbonyloxy-3-methyl-but-1-ynyl)-benzoic acid methyl ester 在 四(三苯基膦)钯 zinc trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 水 、 苯 为溶剂， 反应 40.0h， 生成 4-[4-isopropenyl-1-(4-nitro-phenyl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-benzoic acid methyl ester
  参考文献：
  名称：

  Efficient Synthesis of Maleimides and Carbazoles via Zn(OTf)₂-Catalyzed Tandem Annulations of Isonitriles and Allenic Esters

  摘要：

  Lewis acid Zn(OTf)(2)-catalyzed tandem annulations of isonitriles and allenic esters which lead to efficient and flexible syntheses of a range of biologically significant maleimides and carbazoles and related compounds are reported. A mechanistic rationale is proposed to account for the observed reactivity.

  DOI：

  10.1021/ol7018086

文献信息

• Efficient Synthesis of Maleimides and Carbazoles via Zn(OTf)₂-Catalyzed Tandem Annulations of Isonitriles and Allenic Esters
  作者：Yuanzhen Li、Haixia Zou、Jianxian Gong、Jing Xiang、Tuoping Luo、Junmin Quan、Guoxin Wang、Zhen Yang

  DOI：10.1021/ol7018086

  日期：2007.9.1

  Lewis acid Zn(OTf)(2)-catalyzed tandem annulations of isonitriles and allenic esters which lead to efficient and flexible syntheses of a range of biologically significant maleimides and carbazoles and related compounds are reported. A mechanistic rationale is proposed to account for the observed reactivity.