4-(2-Oxochromen-4-yl)benzaldehyde | 864354-16-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 4-(2-Oxochromen-4-yl)benzaldehyde
• CAS: 864354-16-5
• 化学式: C₁₆H₁₀O₃
• 分子量: 250.254
• InChiKey: BMYOBGAAQLOKHQ-UHFFFAOYSA-N

物化性质

• 熔点：
  190-193 °C
• 沸点：
  452.9±33.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-烯丙基苄胺 、 1-己炔 、 4-(2-Oxochromen-4-yl)benzaldehyde 在 copper(ll) bromide 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Synthesis of 4-Arylcoumarins via Cu-Catalyzed Hydroarylation with Arylboronic Acids

  摘要：

  In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.

  DOI：

  10.1021/ol802239n
• 作为产物：
  描述：

  methyl 3-[2-(methoxymethoxy)phenyl]propiolate 、 4-甲酰基苯硼酸 在 copper (I) acetate 、 盐酸 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以89%的产率得到4-(2-Oxochromen-4-yl)benzaldehyde
  参考文献：
  名称：

  Synthesis of 4-Arylcoumarins via Cu-Catalyzed Hydroarylation with Arylboronic Acids

  摘要：

  In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.

  DOI：

  10.1021/ol802239n

文献信息

• Synthesis of Coumarins in a Moltenn-Bu4NOAc/n-Bu4NBr Mixture through a Domino Heck Reaction/Cyclization Process
  作者：Gianfranco Battistuzzi、Sandro Cacchi、Ilse De?Salve、Giancarlo Fabrizi、Luca?M. Parisi

  DOI：10.1002/adsc.200404297

  日期：2005.2

  4-Arylcoumarins can be prepared in good to high yields by reacting readily available methyl or butyl 3-(o-hydroxyaryl)acrylates with aryl iodides and bromides in an n-Bu4NOAc/n-Bu4NBr mixture at 100 °C in the presence of Pd(OAc)2.

  4- Arylcoumarins可以以良好至高产率容易获得的甲基或叔丁基3-（反应来制备ö -hydroxyaryl）丙烯酸酯与芳基碘化物和在溴化物Ñ -Bu 4 NOAC / Ñ -Bu 4在100℃下NBR混合物在Pd（OAc）2的存在。
• Synthesis of 4-Arylcoumarins via Cu-Catalyzed Hydroarylation with Arylboronic Acids
  作者：Yoshihiko Yamamoto、Naohiro Kirai

  DOI：10.1021/ol802239n

  日期：2008.12.18

  In the presence of 2-4 mol % of CuOAc, methyl phenylpropiolates having a MOM-protected hydroxy group at the ortho position underwent hydroarylation with various arylboronic acids in MeOH at ambient temperature, resulting in the formation of 4-arylcoumarins in high yields after the acidic workup. This method was effectively used for the synthesis of biologically active natural and artificial compounds.