5-benzoyl-2-phenyl-1,4-dihydro-2H,5H-1,2-oxazino<4,5-b>indole | 134513-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-benzoyl-2-phenyl-1,4-dihydro-2H,5H-1,2-oxazino<4,5-b>indole
• 英文别名: phenyl-(3-phenyl-1,4-dihydrooxazino[4,5-b]indol-5-yl)methanone
• CAS: 134513-46-5
• 化学式: C₂₃H₁₈N₂O₂
• 分子量: 354.408
• InChiKey: VHHLVTXBCOYHJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.47
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-benzoyl-2,3-bis(bromomethyl)indole 、 亚硝基苯 在 sodium iodide 作用下， 生成 5-benzoyl-2-phenyl-1,4-dihydro-2H,5H-1,2-oxazino<4,5-b>indole 、 5-benzoyl-2-phenyl-1,4-dihydro-3H,5H-1,2-oxazino<5,4-b>indole
  参考文献：
  名称：

  N-benzoylindole-2,3-quinodimethane: Diels-Alder reactivity and synthetic applications for [b]annellated indoles

  摘要：

  The Diels-Alder reactivity of in situ generated N-benzoylindole-2,3-quinodimethane has been expanded considerably to include reactions with carbon- and hetero-dienophiles which furnish a variety of [b]annellated indoles as well as functionalized and annellated carbazoles. The frontier molecular orbital theory was found to be a useful model for the prediction of the experimental results under consideration of reactivity aspects.

  DOI：

  10.1016/s0040-4020(01)96104-6