3,5-diphenyl-5-[2-(4-methoxyphenyl)-2-oxoethyl]-3-pyrrolin-2-one | 1076207-03-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-diphenyl-5-[2-(4-methoxyphenyl)-2-oxoethyl]-3-pyrrolin-2-one
• 英文别名: 5-[2-(4-methoxyphenyl)-2-oxoethyl]-3,5-diphenyl-1H-pyrrol-2-one
• CAS: 1076207-03-8
• 化学式: C₂₅H₂₁NO₃
• 分子量: 383.447
• InChiKey: VPKOMHZWAOLRPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (Z)-3-氰基-l-苯基-3-苯基-2-丙烯-1-酮 、 对甲氧基苯乙酮 在 水 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以100%的产率得到3,5-diphenyl-5-[2-(4-methoxyphenyl)-2-oxoethyl]-3-pyrrolin-2-one
  参考文献：
  名称：

  Copper-catalyzed Addition Reactions of Aromatics and Ketones to 2-Aza-2,4-cyclopentadienone: Facile and Efficient Transformation of Carbonyl-ene-nitriles to 1H-Pyrrolin-2(5H)-ones

  摘要：

  Copper-catalyzed reactions of carbonyl-ene-nitriles with carbon nucleophiles, such as aromatics and ketones, afforded pyrrolin-2-ones (gamma-lactam) in excellent yield. The reaction mechanism involves addition reactions with a ketimine moiety of the 2-aza-2,4-cyclopentadienone intermediate, which is formed via hydration of a nitrile moiety followed by dehydrative cyclization.

  DOI：

  10.1021/jo801776v

文献信息

• Copper-catalyzed Addition Reactions of Aromatics and Ketones to 2-Aza-2,4-cyclopentadienone: Facile and Efficient Transformation of Carbonyl-ene-nitriles to 1<i>H</i>-Pyrrolin-2(5<i>H</i>)-ones
  作者：Masahito Murai、Koji Miki、Kouichi Ohe

  DOI：10.1021/jo801776v

  日期：2008.11.21

  Copper-catalyzed reactions of carbonyl-ene-nitriles with carbon nucleophiles, such as aromatics and ketones, afforded pyrrolin-2-ones (gamma-lactam) in excellent yield. The reaction mechanism involves addition reactions with a ketimine moiety of the 2-aza-2,4-cyclopentadienone intermediate, which is formed via hydration of a nitrile moiety followed by dehydrative cyclization.