3-(isochroman-1-yl)-2-oxopropanoate

• 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: 3-(isochroman-1-yl)-2-oxopropanoate
• 英文别名: ethyl 3-(3,4-dihydro-1H-2-benzopyran-1-yl)-2-oxopropanoate；ethyl 3-(3,4-dihydro-1H-isochromen-1-yl)-2-oxopropanoate
• 化学式: C₁₄H₁₆O₄
• mdl: MFCD16817407
• 分子量: 248.279
• InChiKey: STIICXZMUZFNQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.428
• 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：

  丙酮酸乙酯 、 异色满 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 反应 2.0h， 以40%的产率得到3-(isochroman-1-yl)-2-oxopropanoate
  参考文献：
  名称：

  DDQ-Mediated Direct Cross-Dehydrogenative-Coupling (CDC) between Benzyl Ethers and Simple Ketones

  摘要：

  A direct Cross-Dehydrogenative-Coupling (CDC) between benzyl ethers and simple ketones was developed without using any metal catalyst. By using DDQ, various benzyl ethers and simples ketones were coupled together directly to form beta-alkoxyl ketones efficiently. A mechanism in which the DDQ serves the double roles of an oxidizing agent and an organomediator was proposed.

  DOI：

  10.1021/ja060050p

文献信息

• DDQ-Mediated Direct Cross-Dehydrogenative-Coupling (CDC) between Benzyl Ethers and Simple Ketones
  作者：Yuhua Zhang、Chao-Jun Li

  DOI：10.1021/ja060050p

  日期：2006.4.5

  A direct Cross-Dehydrogenative-Coupling (CDC) between benzyl ethers and simple ketones was developed without using any metal catalyst. By using DDQ, various benzyl ethers and simples ketones were coupled together directly to form beta-alkoxyl ketones efficiently. A mechanism in which the DDQ serves the double roles of an oxidizing agent and an organomediator was proposed.