ethyl 2-(2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate | 1352915-01-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: ethyl 2-(2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
• CAS: 1352915-01-5
• 化学式: C₁₆H₁₈O₅
• 分子量: 290.316
• InChiKey: JXCKNUWFXWSCEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  水杨醛 、 1,3-丙酮二羧酸二乙酯 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以83%的产率得到ethyl 2-(2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate
  参考文献：
  名称：

  An unusual Me₃SiI-promoted [4+2] annulation and reduction: an efficient approach to construct 4H-benzopyrans

  摘要：

  Me3SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields. This tandem reaction proceeds with high efficiency through nucleophilic addition, silyl enol ether formation, substitution, reduction, and intramolecular nucleophilic cyclization.

  DOI：

  10.1039/c1cc16028a

文献信息

• An unusual Me₃SiI-promoted [4+2] annulation and reduction: an efficient approach to construct 4H-benzopyrans
  作者：Feijun Wang、Mingliang Qu、Feng Chen、Li Li、Min Shi

  DOI：10.1039/c1cc16028a

  日期：——

  Me3SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields. This tandem reaction proceeds with high efficiency through nucleophilic addition, silyl enol ether formation, substitution, reduction, and intramolecular nucleophilic cyclization.

  Me3SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields. This tandem reaction proceeds with high efficiency through nucleophilic addition, silyl enol ether formation, substitution, reduction, and intramolecular nucleophilic cyclization.