Methyl 2-[3-(4-ethylphenyl)-2-(4-methylphenyl)sulfonyliminochromen-4-yl]acetate | 1241956-44-4

• 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: Methyl 2-[3-(4-ethylphenyl)-2-(4-methylphenyl)sulfonyliminochromen-4-yl]acetate
• 英文别名: methyl 2-[3-(4-ethylphenyl)-2-(4-methylphenyl)sulfonyliminochromen-4-yl]acetate
• CAS: 1241956-44-4
• 化学式: C₂₇H₂₅NO₅S
• 分子量: 475.565
• InChiKey: FGYJKZHABJTANW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  90.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  对甲苯磺酰叠氮 、 4-乙基苯乙炔 、 methyl 3-(2-hydroxyphenyl)propiolate 在 copper(l) iodide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以98%的产率得到Methyl 2-[3-(4-ethylphenyl)-2-(4-methylphenyl)sulfonyliminochromen-4-yl]acetate
  参考文献：
  名称：

  Copper-Catalyzed Three-Component Synthesis of 2-Iminodihydrocoumarins and 2-Iminocoumarins

  摘要：

  AbstractAn efficient synthesis of N‐sulfonyl‐substituted 2‐imino‐3,4‐dihydrocoumarins and 2‐iminocoumarins via a copper‐catalyzed multicomponent reaction of sulfonyl azides with terminal alkynes and β‐(ortho‐hydroxyphenyl)‐α,β‐unsaturated ketones or ortho‐hydroxyphenylpropiolates has been developed. The cascade process involves trapping the keteimine by a nucleophilic addition and an intramolecular Michael addition. This methodology could well be extended to the concise synthesis of the polysubstituted piperidine scaffold.

  DOI：

  10.1002/adsc.200900890

文献信息

• Copper-Catalyzed Three-Component Synthesis of 2-Iminodihydrocoumarins and 2-Iminocoumarins
  作者：Yang Shen、Sunliang Cui、Jing Wang、Xiaopeng Chen、Ping Lu、Yanguang Wang

  DOI：10.1002/adsc.200900890

  日期：——

  AbstractAn efficient synthesis of N‐sulfonyl‐substituted 2‐imino‐3,4‐dihydrocoumarins and 2‐iminocoumarins via a copper‐catalyzed multicomponent reaction of sulfonyl azides with terminal alkynes and β‐(ortho‐hydroxyphenyl)‐α,β‐unsaturated ketones or ortho‐hydroxyphenylpropiolates has been developed. The cascade process involves trapping the keteimine by a nucleophilic addition and an intramolecular Michael addition. This methodology could well be extended to the concise synthesis of the polysubstituted piperidine scaffold.