2-(3-Methylbut-1-ynyl)isoindole-1,3-dione | 1313232-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(3-Methylbut-1-ynyl)isoindole-1,3-dione
• 英文别名: 2-(3-methylbut-1-ynyl)isoindole-1,3-dione
• CAS: 1313232-97-1
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: LSPSXYDUWAZHLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻苯二甲酸亚胺 、 在 三乙胺 、 copper(I) bromide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以60%的产率得到2-(3-Methylbut-1-ynyl)isoindole-1,3-dione
  参考文献：
  名称：

  N-Alkynyl Imides (Ynimides): Synthesis and Use as a Variant of Highly Labile Ethynamine

  摘要：

  This study describes the first reliable synthesis of N-alkynyl imides (ynimides). This was accomplished with a copper-catalyzed coupling reaction between alkynyl(triaryl)bismuthonium salts and five-membered imides. We also found that it was possible to utilize N-ethynyl phthalimide as a variant of the highly labile ethynamine. 4-Amino-1,2,3-triazole was successfully obtained via the CuAAC reaction of N-ethynyl phthalimide with azide followed by hydrazinolysis of the phthaloyl protecting group.

  DOI：

  10.1021/ol2014973

文献信息

• <i>N</i>-Alkynyl Imides (Ynimides): Synthesis and Use as a Variant of Highly Labile Ethynamine
  作者：Takuya Sueda、Ayumi Oshima、Naoki Teno

  DOI：10.1021/ol2014973

  日期：2011.8.5

  This study describes the first reliable synthesis of N-alkynyl imides (ynimides). This was accomplished with a copper-catalyzed coupling reaction between alkynyl(triaryl)bismuthonium salts and five-membered imides. We also found that it was possible to utilize N-ethynyl phthalimide as a variant of the highly labile ethynamine. 4-Amino-1,2,3-triazole was successfully obtained via the CuAAC reaction of N-ethynyl phthalimide with azide followed by hydrazinolysis of the phthaloyl protecting group.