4-hydroxy-3-(2-methoxyphenyl)coumarin | 26151-97-3

• 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: 4-hydroxy-3-(2-methoxyphenyl)coumarin
• 英文别名: 4-hydroxy-3-(2-methoxy-phenyl)-chromen-2-one；4-hydroxy-3-(2-methoxy-phenyl)-coumarin；4-Hydroxy-3-(2-methoxy-phenyl)-cumarin；3-<2-Methoxy-phenyl>-4-hydroxy-cumarin；4-Hydroxy-3-<2-methoxy-phenyl>-cumarin；4-Hydroxy-3-(2-methoxyphenyl)chromen-2-one
• CAS: 26151-97-3
• 化学式: C₁₆H₁₂O₄
• 分子量: 268.269
• InChiKey: TZTYTNCGQTYOBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-hydroxy-3-(2-methoxyphenyl)coumarin 在 吡啶盐酸盐 作用下， 生成 6H-苯并呋喃并[3,2-c][1]苯并吡喃-6-酮
  参考文献：
  名称：

  Govindachari et al., Journal of the Chemical Society, 1957, p. 545

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium 、 paraffin 作用下， 生成 4-hydroxy-3-(2-methoxyphenyl)coumarin
  参考文献：
  名称：

  Govindachari et al., Journal of the Chemical Society, 1957, p. 545

  摘要：

  DOI：

文献信息

• Phenyliodonium Zwitterion as an Efficient Electrophile in the Palladium-Catalyzed Suzuki-Type Reaction:  A Novel Method for the Synthesis of 3-Aryl-4-hydroxycoumarins
  作者：Qiang Zhu、Jie Wu、Reza Fathi、Zhen Yang

  DOI：10.1021/ol020159b

  日期：2002.9.1

  A palladium-catalyzed coupling reaction of phenyliodonium zwitterions with aryl boronic acids has been developed. The unique characteristics of the mild reaction conditions and convenient synthetic accessibility of phenyliodonium zwitterions make this method a valuable tool for generating diversified 3-aryl-4-hydroxycoumarins.
• A different route to 3-aryl-4-hydroxycoumarins
  作者：Sergio A. Rodríguez、Maria T. Baumgartner

  DOI：10.1016/j.tetlet.2010.08.013

  日期：2010.10

  We herein report the simple and direct arylation of 4-hydroxycoumarins by photoinduced reaction with aryl halides (iodobenzene, iodonaphthalene, 4-iodoanisole, 2-iodoanisole). Good yields of 3,4-disubstituted coumarins were obtained in these reactions (>60%). Extension of the procedure to the reaction with o-dihalobenzenes leads to the synthesis of ring closure products which bear a tetracyclic aromatic-condensed ring system, although in lower overall yields (approximate to 45%). (C) 2010 Elsevier Ltd. All rights reserved.
• Govindachari et al., Journal of the Chemical Society, 1957, p. 545
  作者：Govindachari et al.

  DOI：——

  日期：——