10-benzoyl-5-chloro-2-phenyl-1-oxa-10a-aza-dicyclopenta[a,h]naphthalene-8,9-dicarboxylic acid diethyl ester | 1436841-23-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 10-benzoyl-5-chloro-2-phenyl-1-oxa-10a-aza-dicyclopenta[a,h]naphthalene-8,9-dicarboxylic acid diethyl ester
• 英文别名: Diethyl 3-benzoyl-10-chloro-14-phenyl-15-oxa-2-azatetracyclo[7.7.0.02,6.012,16]hexadeca-1(16),3,5,7,9,11,13-heptaene-4,5-dicarboxylate
• CAS: 1436841-23-4
• 化学式: C₃₃H₂₄ClNO₆
• 分子量: 566.01
• InChiKey: KSWPPHQURBTRAH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴苯乙酮 在 aluminum oxide 作用下， 以 氯仿 、 乙腈 为溶剂， 生成 10-benzoyl-5-chloro-2-phenyl-1-oxa-10a-aza-dicyclopenta[a,h]naphthalene-8,9-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Traceless synthetic approach towards oxaza-dicyclopenta[a,h]naphthalenes under solvent-free condition: a basic alumina-supported green protocol

  摘要：

  A novel class of oxaza-dicyclopenta[a,h]naphthalenes was efficiently constructed from furo[3,2-h]quinoliniums through a 1,3-dipolar cycloaddition reaction employing basic alumina as the solid support. The distinguished features of this methodology encompass high yield, minimal reaction time, operational simplicity and general applicability coupled with structural novelty of the products. The intermediate furo[3,2-h]quinoliniums were easily derived through a two-step methodology, namely a tandem Sonogashira-alkynylation-cyclization, followed by quaternization of the furo[3,2-h]quinoline scaffold. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.095