(2H-chromen-3-yl)(4-methoxyphenyl)methanone | 1286746-24-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 高异黄酮
• 英文名称: (2H-chromen-3-yl)(4-methoxyphenyl)methanone
• 英文别名: 2H-chromen-3-yl-(4-methoxyphenyl)methanone
• CAS: 1286746-24-4
• 化学式: C₁₇H₁₄O₃
• 分子量: 266.296
• InChiKey: UVCZKDIPPZVZIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-丙炔氧基)苯甲醛 在 iron(III) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 反应 12.0h， 生成 (2H-chromen-3-yl)(4-methoxyphenyl)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

文献信息

• Boron trifluoride–etherate in fluorinated alcohols: A powerful promoter system for intramolecular alkyne–aldehyde metathesis of o-(3-arylpropargyloxy)benzaldehydes
  作者：Arup Jyoti Das、Runjun Devi、Sajal Kumar Das

  DOI：10.1016/j.tetlet.2018.10.040

  日期：2018.11

  Boron trifluoride-etherate (BF3 center dot OEt2) in 2,2,2-trifluoroethanol (TFE) was found to be a highly efficient promoter system for the intramolecular alkyne-aldehyde metathesis of o-(3-arylpropargyloxy)benzaldehydes. The reaction produces the corresponding 3-aroyl-2H-chromenes in excellent yields under metal free conditions. (C) 2018 Elsevier Ltd. All rights reserved.
• Iron-Catalyzed Synthesis of Functionalized 2<i>H</i>-Chromenes via Intramolecular Alkyne−Carbonyl Metathesis
  作者：Krishnendu Bera、Soumen Sarkar、Srijit Biswas、Sukhendu Maiti、Umasish Jana

  DOI：10.1021/jo2000012

  日期：2011.5.6

  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.