2-[3-(4-Bromophenyl)prop-2-ynoxy]-3,5-dichlorobenzaldehyde | 1286745-91-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[3-(4-Bromophenyl)prop-2-ynoxy]-3,5-dichlorobenzaldehyde
• CAS: 1286745-91-2
• 化学式: C₁₆H₉BrCl₂O₂
• 分子量: 384.056
• InChiKey: RIGFHJWYJLPNLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[3-(4-Bromophenyl)prop-2-ynoxy]-3,5-dichlorobenzaldehyde 在 iron(III) chloride 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以74%的产率得到(4-bromophenyl)(6,8-dichloro-2H-chromen-3-yl)methanone
  参考文献：
  名称：

  Iron-Catalyzed Synthesis of Functionalized 2H-Chromenes via Intramolecular Alkyne−Carbonyl Metathesis

  摘要：

  An iron-catalyzed intramolecular alkyne-aldehyde metathesis strategy of the alkynyl ether of salicylaldehyde derivatives has been developed which works under mild reaction conditions to produce the functionalized 2H-chromene derivatives. This protocol is compatible toward a wide range of functional groups, such as methoxy, fluoro, chloro, brow, and phenyl groups. This method provides an atom-economical and environmentally friendly approach for the synthesis of a series of substituted 2H-chromenes.

  DOI：

  10.1021/jo2000012
• 作为产物：
  描述：

  3-(4-溴苯基)-2-丙炔-1-醇 在 三溴化磷 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.5h， 生成 2-[3-(4-Bromophenyl)prop-2-ynoxy]-3,5-dichlorobenzaldehyde
  参考文献：
  名称：

  Iron-Catalyzed Synthesis of Functionalized 2H-Chromenes via Intramolecular Alkyne−Carbonyl Metathesis

  摘要：

  An iron-catalyzed intramolecular alkyne-aldehyde metathesis strategy of the alkynyl ether of salicylaldehyde derivatives has been developed which works under mild reaction conditions to produce the functionalized 2H-chromene derivatives. This protocol is compatible toward a wide range of functional groups, such as methoxy, fluoro, chloro, brow, and phenyl groups. This method provides an atom-economical and environmentally friendly approach for the synthesis of a series of substituted 2H-chromenes.

  DOI：

  10.1021/jo2000012