3-Acetyl-1-[2-(3-acetyl-2-methyl-5-oxoisochromeno[4,3-b]pyrrol-1-yl)ethyl]-2-methylisochromeno[4,3-b]pyrrol-5-one | 1334474-24-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: 3-Acetyl-1-[2-(3-acetyl-2-methyl-5-oxoisochromeno[4,3-b]pyrrol-1-yl)ethyl]-2-methylisochromeno[4,3-b]pyrrol-5-one
• 英文别名: 3-acetyl-1-[2-(3-acetyl-2-methyl-5-oxoisochromeno[4,3-b]pyrrol-1-yl)ethyl]-2-methylisochromeno[4,3-b]pyrrol-5-one
• CAS: 1334474-24-6
• 化学式: C₃₀H₂₄N₂O₆
• 分子量: 508.53
• InChiKey: MISZKLOYLWVPNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N,N'-ethylenebis(4-iminopentan-2-one) 在 硫酸 、 溶剂黄146 作用下， 反应 1.83h， 生成 3-Acetyl-1-[2-(3-acetyl-2-methyl-5-oxoisochromeno[4,3-b]pyrrol-1-yl)ethyl]-2-methylisochromeno[4,3-b]pyrrol-5-one
  参考文献：
  名称：

  Facile synthesis of substituted pyrrole-fused isocoumarins from ninhydrin

  摘要：

  A simple and efficient procedure has been developed for the synthesis of substituted pyrrole-fused isocoumarins from easily available ninhydrin. The cyclic hemiaminal dihydroxy-indenopyrroles, the adducts of ninhydrin with enamines of acetylacetone, give pyrrole-fused isocournarins upon heating in acidic medium. The process constitutes an interesting acid-catalyzed rearrangement to eight-membered lactams followed by intramolecular cyclization involving the amino and keto groups. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.133

文献信息

• Facile synthesis of substituted pyrrole-fused isocoumarins from ninhydrin
  作者：Sudipta Pathak、Ashis Kundu、Animesh Pramanik

  DOI：10.1016/j.tetlet.2011.07.133

  日期：2011.10

  A simple and efficient procedure has been developed for the synthesis of substituted pyrrole-fused isocoumarins from easily available ninhydrin. The cyclic hemiaminal dihydroxy-indenopyrroles, the adducts of ninhydrin with enamines of acetylacetone, give pyrrole-fused isocournarins upon heating in acidic medium. The process constitutes an interesting acid-catalyzed rearrangement to eight-membered lactams followed by intramolecular cyclization involving the amino and keto groups. (C) 2011 Elsevier Ltd. All rights reserved.