5,6-bis(2-fluorophenyl)-2H-pyrano[2,3,4-de]chromen-2-one | 1381988-44-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 5,6-bis(2-fluorophenyl)-2H-pyrano[2,3,4-de]chromen-2-one
• 英文别名: 5,6-bis(2-fluorophenyl)pyrano[2,3,4-de]-1-benzopyran-2-one；7,8-Bis(2-fluorophenyl)-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),4,7,9(13),10-pentaen-3-one；7,8-bis(2-fluorophenyl)-2,6-dioxatricyclo[7.3.1.05,13]trideca-1(12),4,7,9(13),10-pentaen-3-one
• CAS: 1381988-44-8
• 化学式: C₂₃H₁₂F₂O₃
• 分子量: 374.343
• InChiKey: BMVSXAUNHUXYBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 1,2-bis(2-fluorophenyl)ethyne 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 copper(II) acetate monohydrate 作用下， 以 间二甲苯 为溶剂， 以58%的产率得到5,6-bis(2-fluorophenyl)-2H-pyrano[2,3,4-de]chromen-2-one
  参考文献：
  名称：

  Hydroxyl-Directed Ruthenium-Catalyzed C–H Bond Functionalization: Versatile Access to Fluorescent Pyrans

  摘要：

  Hydroxyl-assisted oxidative annulations of alkynes were accomplished with an inexpensive ruthenium(II) complex, delivering fluorescent pyrans via highly site selective as well as chemo- and regioselective C-H/O-H bond functionalizations.

  DOI：

  10.1021/ol301387t

文献信息

• Hydroxyl-Directed Ruthenium-Catalyzed C–H Bond Functionalization: Versatile Access to Fluorescent Pyrans
  作者：Vedhagiri S. Thirunavukkarasu、Margherita Donati、Lutz Ackermann

  DOI：10.1021/ol301387t

  日期：2012.7.6

  Hydroxyl-assisted oxidative annulations of alkynes were accomplished with an inexpensive ruthenium(II) complex, delivering fluorescent pyrans via highly site selective as well as chemo- and regioselective C-H/O-H bond functionalizations.
• Cobalt-Catalyzed, Hydroxyl-Assisted C–H Bond Functionalization: Access to Diversely Substituted Polycyclic Pyrans
  作者：Pratip K. Dutta、Mahesh Kumar Ravva、Subhabrata Sen

  DOI：10.1021/acs.joc.8b02446

  日期：2019.2.1

  Highly efficient oxidative annulation of alkynes furnished diversely substituted pyran[2,3,4-de] chromene-2-one derivatives and related polycycles in moderate to high yield. The reaction is catalyzed by nontoxic, air-stable, and inexpensive Cp*Co(CO)I-2 catalyst. The hydroxyl moiety at the substrate acts as the directing group for the C-H bond activation.