1-phenyl-1H-benzo[a]pyrano[2,3-c]phenazin-3(2H)-one | 1612225-06-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 1-phenyl-1H-benzo[a]pyrano[2,3-c]phenazin-3(2H)-one
• 英文别名: 3-Phenyl-6-oxa-15,22-diazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),8,10,12,14,16,18,20-nonaen-5-one；3-phenyl-6-oxa-15,22-diazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),8,10,12,14,16,18,20-nonaen-5-one
• CAS: 1612225-06-5
• 化学式: C₂₅H₁₆N₂O₂
• 分子量: 376.414
• InChiKey: WUTPPZFNWJIQHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 在 溶剂黄146 作用下， 反应 3.5h， 生成 1-phenyl-1H-benzo[a]pyrano[2,3-c]phenazin-3(2H)-one
  参考文献：
  名称：

  Synthesis of novel fluorescent benzo[a]pyrano[2,3-c]phenazine and benzo[a]chromeno[2,3-c]phenazine derivatives via facile four-component domino protocol

  摘要：

  An efficient and practical route to novel fluorescent benzo[a]pyrano[2,3-c]phenazine framework has been developed by one-pot, four-component reaction of 2-hydroxynaphthalene-1,4-dione, 1,2-phenylenediamines, aromatic aldehydes, and Meldrum's acid in glacial acetic acid at 70 C. Photophysical studies of these compounds have been reported. Reactions involving cyclohexane-1,3-dione/5-methylcyclohexane-1,3-dione/dimedone in the place of Meldrum's acid yielded corresponding benzo[a]chromeno [2,3-c]phenazine derivatives. Crystal structure of 3k established the regioisomer formed. Mild reaction conditions, good yields, short reaction time, and easy separation are some of the salient features of the present protocol. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.072

文献信息

• Synthesis of novel fluorescent benzo[a]pyrano[2,3-c]phenazine and benzo[a]chromeno[2,3-c]phenazine derivatives via facile four-component domino protocol
  作者：Pooja Saluja、Ankita Chaudhary、Jitender M. Khurana

  DOI：10.1016/j.tetlet.2014.04.072

  日期：2014.6

  An efficient and practical route to novel fluorescent benzo[a]pyrano[2,3-c]phenazine framework has been developed by one-pot, four-component reaction of 2-hydroxynaphthalene-1,4-dione, 1,2-phenylenediamines, aromatic aldehydes, and Meldrum's acid in glacial acetic acid at 70 C. Photophysical studies of these compounds have been reported. Reactions involving cyclohexane-1,3-dione/5-methylcyclohexane-1,3-dione/dimedone in the place of Meldrum's acid yielded corresponding benzo[a]chromeno [2,3-c]phenazine derivatives. Crystal structure of 3k established the regioisomer formed. Mild reaction conditions, good yields, short reaction time, and easy separation are some of the salient features of the present protocol. (C) 2014 Elsevier Ltd. All rights reserved.