methyl 4-methyl-2-oxo-2H-chromene-6-carboxylate | 213670-29-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: methyl 4-methyl-2-oxo-2H-chromene-6-carboxylate
• 英文别名: Methyl 4-methyl-2-oxochromene-6-carboxylate
• CAS: 213670-29-2
• 化学式: C₁₂H₁₀O₄
• 分子量: 218.209
• InChiKey: CSEVFYSDTSMCOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基-3-碘苯甲酸甲酯 、 ethyl (Z)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 在 palladium diacetate 三苯基膦 、 silver carbonate 作用下， 以 丙酮 为溶剂， 反应 40.0h， 以39%的产率得到methyl 4-methyl-2-oxo-2H-chromene-6-carboxylate
  参考文献：
  名称：

  A tandem palladium-catalyzed Heck-lactonization through the reaction of ortho-iodophenols with β-substituted acrylates: synthesis of 4,6-substituted coumarins

  摘要：

  Coumarins were obtained in one pot through a palladium-catalyzed Heck-lactonization reaction involving ortho-iodophenols and methyl crotonate or a Z-enoate derived from D-mannitol. These reactions were investigated under different conditions and palladium sources. In the more interesting cases, coumarins were prepared in water, using triethylamine as base and I mol % of PdCl2 as catalyst. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.037