(methoxycarbonyl)(phenyl)methyl furan-2-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (methoxycarbonyl)(phenyl)methyl furan-2-carboxylate
• 英文别名: 2-methoxy-2-oxo-1-phenylethyl furan-2-carboxylate；(2-Methoxy-2-oxo-1-phenylethyl) furan-2-carboxylate；(2-methoxy-2-oxo-1-phenylethyl) furan-2-carboxylate
• 化学式: C₁₄H₁₂O₅
• 分子量: 260.246
• InChiKey: NZFYKTLZVJRHOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  a-叠氮基-苯乙酸甲酯 在 bis(acetylacetonate)oxovanadium 、 铜 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 (methoxycarbonyl)(phenyl)methyl furan-2-carboxylate
  参考文献：
  名称：

  Carboxylic Acid Functionalization Using Sulfoxonium Ylides as a Carbene Source

  摘要：

  DOI：

  10.1021/acs.joc.1c02632

文献信息

• Hydroacylation of Activated Ketones Catalyzed by <i>N</i>-Heterocyclic Carbenes
  作者：Audrey Chan、Karl A. Scheidt

  DOI：10.1021/ja060833a

  日期：2006.4.1

  N-heterocyclic carbenes derived from triazolium salts are effective catalysts between 10 and 15 mol % for the hydroacylation of activated ketones. The reducing equivalent is generated via the interaction of a nucleophilic carbene species and an aromatic aldehyde. The subsequent alcohol product can undergo an acylation event with the resulting acyl heteroazolium intermediate formed in situ between the NHC and the aldehyde. This unprecedented multiple bond-forming reaction can accommodate aromatic aldehydes as the hydride source and various electron-deficient ketones. Preliminary mechanistic evidence indicates that the reduction and acylation steps are sequential operations. The intramolecular variant of this organocatalytic reaction affords benzofuranones in good yield.
• Carboxylic Acid Functionalization Using Sulfoxonium Ylides as a Carbene Source
  作者：Fathima Febin Koothradan、Anusree Suresh Babu、Krishnendu P. Pushpakaran、Arumugam Jayarani、Chinnappan Sivasankar

  DOI：10.1021/acs.joc.1c02632

  日期：2022.8.19