4-methyl-3,4-diphenylazoline-2,5-dione

• 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-methyl-3,4-diphenylazoline-2,5-dione
• 英文别名: 3-methyl-1,4-diphenyl-1H-pyrrole-2,5-dione；3-methyl-1,4-diphenyl-pyrrole-2,5-dione；3-Methyl-1,4-diphenyl-pyrrol-2,5-dion；3-Methyl-1,4-diphenylpyrrole-2,5-dione；3-methyl-1,4-diphenylpyrrole-2,5-dione
• 化学式: C₁₇H₁₃NO₂
• 分子量: 263.296
• InChiKey: RHLXHABUHDNSIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methyl-3,4-diphenylazoline-2,5-dione 、 sodium ethanolate 生成 2-o-Tolyl-maleinsaeureanhydrid
  参考文献：
  名称：

  Almstroem, Justus Liebigs Annalen der Chemie, 1918, vol. 416, p. 285

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 4-methyl-3,4-diphenylazoline-2,5-dione
  参考文献：
  名称：

  Almstroem, Justus Liebigs Annalen der Chemie, 1918, vol. 416, p. 285

  摘要：

  DOI：

文献信息

• Palladium-catalyzed aerobic oxidative carbonylation of alkynes with amines: a general access to substituted maleimides
  作者：Ji Yang、Jiawang Liu、Ralf Jackstell、Matthias Beller

  DOI：10.1039/c8cc05802d

  日期：——

  A catalytic oxidative carbonylation reaction was developed for the synthesis of polysubstituted maleimides from alkynes and amines with air as a green oxidant. This novel transformation proceeds in the presence of palladium chloride without the need for expensive ligands or additives and has a broad substrate scope affording a variety of maleimides in good to high yields.

  开发了一种催化氧化羰基化反应，用于以空气为绿色氧化剂由炔烃和胺合成多取代的马来酰亚胺。这种新颖的转化反应在氯化钯的存在下进行，而无需昂贵的配体或添加剂，并且具有广泛的底物范围，可提供各种高至高收率的马来酰亚胺。
• An Efficient Rhodium-Catalyzed Carbonylative Annulation of Internal Alkynes and Anilines To Produce Maleimides
  作者：Fengxiang Zhu、Yahui Li、Zechao Wang、Xiao-Feng Wu

  DOI：10.1002/cctc.201601092

  日期：2016.12.19

  A selective and efficient procedure for the carbonylative synthesis of polysubstituted maleimides was developed. With rhodium as the catalyst and acetylacetone (acac) as the ligand, various desired maleimide derivatives were isolated in moderate to excellent yields with good functional group tolerance from the corresponding internal alkynes and anilines.

  开发了一种选择性高效的多取代马来酰亚胺羰基合成方法。以铑为催化剂，以乙酰丙酮（acac）为配体，从相应的内部炔烃和苯胺中分离出各种所需的马来酰亚胺衍生物，并以中等至优异的收率获得了良好的官能团耐受性。
• Ruthenium-catalyzed [2 + 2 + 1] Cocyclization of Isocyanates, Alkynes, and CO Enables the Rapid Synthesis of Polysubstituted Maleimides
  作者：Teruyuki Kondo、Masato Nomura、Yasuyuki Ura、Kenji Wada、Take-aki Mitsudo

  DOI：10.1021/ja066305g

  日期：2006.11.1

  Intermolecular [2 + 2 + 1] cocyclization of isocyanates, alkynes, and CO (1 atm) proceeded smoothly in the presence of a catalytic amount of Ru3(CO)12 (3.3 mol %) in mesitylene at 130 degrees C for 3 approximately 42 h to give a variety of polysubstituted maleimides in excellent yields with high selectivity. The reaction may involve an azaruthenacyclopentenone intermediate derived from oxidative cyclization of an isocyanate and an alkyne on an active ruthenium species.
• Almstroem, Justus Liebigs Annalen der Chemie, 1918, vol. 416, p. 285
  作者：Almstroem

  DOI：——

  日期：——