8-(4-Fluorophenyl)-10-phenylpyrano[3,2-f]quinolin-3-one | 1570067-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-(4-Fluorophenyl)-10-phenylpyrano[3,2-f]quinolin-3-one
• 英文别名: 8-(4-fluorophenyl)-10-phenylpyrano[3,2-f]quinolin-3-one
• CAS: 1570067-88-7
• 化学式: C₂₄H₁₄FNO₂
• 分子量: 367.379
• InChiKey: HQORRUAWDCRPHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯乙烯 、 2H-1-苯并吡喃-2-酮,6-氨基- 、 对氟苯甲醛 在 碘 、 sodium dodecyl-sulfate 作用下， 以 水 为溶剂， 反应 3.0h， 以48%的产率得到8-(4-Fluorophenyl)-10-phenylpyrano[3,2-f]quinolin-3-one
  参考文献：
  名称：

  One-pot access to pyridocoumarins via Povarov-hydrogen transfer cascade under auto-tandem catalysis of iodine in aqueous micelles

  摘要：

  A cascade of inverse electron demand Diels-Alder reaction of 6-aminocoumarin-derived aldimines with an excess of styrene and oxidative aromatization of the formal Povarov adducts under autotandem iodine catalysis in aqueous micellar conditions provides direct access to a small library of substituted pyridine annulated coumarins in good to acceptable yields (12 examples). The unusual formation of linearly annulated pyridocoumarins under essentially neutral conditions is a remarkable feature of the protocol. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.078

文献信息

• One-pot access to pyridocoumarins via Povarov-hydrogen transfer cascade under auto-tandem catalysis of iodine in aqueous micelles
  作者：Nemai C. Ganguly、Sumanta Chandra

  DOI：10.1016/j.tetlet.2014.01.078

  日期：2014.2

  A cascade of inverse electron demand Diels-Alder reaction of 6-aminocoumarin-derived aldimines with an excess of styrene and oxidative aromatization of the formal Povarov adducts under autotandem iodine catalysis in aqueous micellar conditions provides direct access to a small library of substituted pyridine annulated coumarins in good to acceptable yields (12 examples). The unusual formation of linearly annulated pyridocoumarins under essentially neutral conditions is a remarkable feature of the protocol. (C) 2014 Elsevier Ltd. All rights reserved.