1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-pyrrole-2,5-dione | 1620159-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-pyrrole-2,5-dione
• 英文别名: 1-[(1-Benzyltriazol-4-yl)methyl]pyrrole-2,5-dione；1-[(1-benzyltriazol-4-yl)methyl]pyrrole-2,5-dione
• CAS: 1620159-70-7
• 化学式: C₁₄H₁₂N₄O₂
• 分子量: 268.275
• InChiKey: CJLAKDKAUXDWJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  68.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-pyrrole-2,5-dione 在 indium(III) triflate 、 sodium tetrahydroborate 、 copper(l) iodide 、 五甲基二乙烯三胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-5-((1-(4-fluorobenzyl)-1H-1,2,3-triazol-4-yl)methylamino)pyrrolidin-2-one
  参考文献：
  名称：

  Synthesis of functionalized N-triazolyl maleimides

  摘要：

  An easy and mild two-step one-pot reaction allowed the synthesis of functionalized N-triazolyl maleimide. Next, the addition of propargyl alcohol and propargyl amine to the N-acyliminium ion mediated by Lewis acid, In(OTf)(3), allowed the introduction of a second 1,2,3-triazol ring at position 5 of the amide. The products in both reactions were achieved in moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.095
• 作为产物：
  描述：

  2,5-dioxo-1-(prop-2-yn-1-yl)pyrrolidin-3-yl acetate 、 苄基叠氮 在 copper(l) iodide 、 五甲基二乙烯三胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以83%的产率得到1-((1-benzyl-1H-1,2,3-triazol-4-yl)methyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of functionalized N-triazolyl maleimides

  摘要：

  An easy and mild two-step one-pot reaction allowed the synthesis of functionalized N-triazolyl maleimide. Next, the addition of propargyl alcohol and propargyl amine to the N-acyliminium ion mediated by Lewis acid, In(OTf)(3), allowed the introduction of a second 1,2,3-triazol ring at position 5 of the amide. The products in both reactions were achieved in moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.095

文献信息

• Synthesis of functionalized N-triazolyl maleimides
  作者：Hélio A. Stefani、Fernando P. Ferreira、Bakhat Ali、Daniel C. Pimenta

  DOI：10.1016/j.tetlet.2014.05.095

  日期：2014.7

  An easy and mild two-step one-pot reaction allowed the synthesis of functionalized N-triazolyl maleimide. Next, the addition of propargyl alcohol and propargyl amine to the N-acyliminium ion mediated by Lewis acid, In(OTf)(3), allowed the introduction of a second 1,2,3-triazol ring at position 5 of the amide. The products in both reactions were achieved in moderate to good yields. (C) 2014 Elsevier Ltd. All rights reserved.