16-(4-hydroxy-3-methoxyphenyl)-3,3-dimethyl-2,3,4,16-tetrahydro-1H-benzo[a]chromeno[2,3-c]phenazin-1-one | 1392831-13-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 16-(4-hydroxy-3-methoxyphenyl)-3,3-dimethyl-2,3,4,16-tetrahydro-1H-benzo[a]chromeno[2,3-c]phenazin-1-one
• CAS: 1392831-13-8
• 化学式: C₃₂H₂₆N₂O₄
• 分子量: 502.569
• InChiKey: VVQQQOSQCOLFKL-UHFFFAOYSA-N

物化性质

• 熔点：
  296-298 °C
• 沸点：
  715.7±60.0 °C(predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  38.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  81.54
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 在 fulvic acid 作用下， 以 水 为溶剂， 反应 3.58h， 生成 16-(4-hydroxy-3-methoxyphenyl)-3,3-dimethyl-2,3,4,16-tetrahydro-1H-benzo[a]chromeno[2,3-c]phenazin-1-one
  参考文献：
  名称：

  富里酸：一种高效、绿色的催化剂，用于水介质中苯并[a]吩嗪环化杂环的一锅四组分多米诺合成

  摘要：

  富里酸是一种天然存在于土壤和植物中的有机化合物。它以其平衡和激发细胞生物过程的能力而闻名。富里酸字面上转化...

  DOI：

  10.1080/00304948.2019.1697608

文献信息

• An expedient four-component domino protocol for the synthesis of novel benzo[a]phenazine annulated heterocycles and their photophysical studies
  作者：Jitender M. Khurana、Ankita Chaudhary、Anshika Lumb、Bhaskara Nand

  DOI：10.1039/c2gc35644a

  日期：——

  A new one pot two-step domino protocol for the efficient synthesis of novel fluorescent benzo[a]phenazine fused derivatives has been developed. The synthesis was achieved by reacting 2-hydroxynaphthalene-1,4-dione, ortho-phenylenediamines, aromatic aldehydes and cyclic 1,3-dicarbonyl compounds in the presence of a catalytic amount of p-TSA in PEG-400 at 70 °C. The structural assignment has been unambiguously confirmed by X-ray analysis. The present finding provides an efficient and promising synthetic strategy for the synthesis of libraries with functional group diversity.

  已开发出一种新的单锅两步多米诺协议，用于高效合成新型荧光苯并[a]吩嗪融合衍生物。该合成过程通过在70°C下，以PEG-400为溶剂，使用催化量的对甲苯磺酸（p-TSA），将2-羟基萘-1,4-二酮、邻苯二胺、芳香醛和环状1,3-二羰基化合物反应实现。结构鉴定已通过X射线分析明确确认。这一发现为合成具有功能团多样性的化合物库提供了一种高效且有前景的合成策略。
• 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.