11-phenylindeno[1,2-c]chromene | 1259026-68-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 11-phenylindeno[1,2-c]chromene
• 英文别名: 11-Phenylindeno[1,2-c]chromene
• CAS: 1259026-68-0
• 化学式: C₂₂H₁₄O
• 分子量: 294.353
• InChiKey: SQHJZDXKLLIGPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-phenyl-2-(2-(phenylethynyl)phenoxy)ethan-1-one 在 ferric(III) bromide 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以31%的产率得到11-phenylindeno[1,2-c]chromene
  参考文献：
  名称：

  Iron-Mediated [3 + 2] or [3 + 3] Annulation of 2-(2-(Ethynyl)phenoxy)-1-arylethanones: Selective Synthesis of Indeno[1,2-c]chromenes and 5H-Naphtho[1,2-c]chromenes

  摘要：

  An iron-mediated tandem annulation strategy has been developed for the synthesis of numerous functional indeno[1,2-c]chromenes and 5H-naphtho[1,2-c]chromenes. This work is the first to disclose an iron-mediated method through sequential electrophilic addition of a ketone to an alkyne and annulation tandem reaction. Importantly, a halide is introduced into the products by a ring-opening process among the annulation of alkynylcyclopropanes, which makes the methodology more attractive for organic synthesis.

  DOI：

  10.1021/ol102761m

文献信息

• Iron-Mediated [3 + 2] or [3 + 3] Annulation of 2-(2-(Ethynyl)phenoxy)-1-arylethanones: Selective Synthesis of Indeno[1,2-<i>c</i>]chromenes and 5<i>H</i>-Naphtho[1,2-<i>c</i>]chromenes
  作者：Zhi-Qiang Wang、Yong Lei、Ming-Bo Zhou、Guo-Xiang Chen、Ren-Jie Song、Ye-Xiang Xie、Jin-Heng Li

  DOI：10.1021/ol102761m

  日期：2011.1.7

  An iron-mediated tandem annulation strategy has been developed for the synthesis of numerous functional indeno[1,2-c]chromenes and 5H-naphtho[1,2-c]chromenes. This work is the first to disclose an iron-mediated method through sequential electrophilic addition of a ketone to an alkyne and annulation tandem reaction. Importantly, a halide is introduced into the products by a ring-opening process among the annulation of alkynylcyclopropanes, which makes the methodology more attractive for organic synthesis.