2-methoxy-2-oxo-1-phenylethyl 4-methoxybenzoate

• 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: 2-methoxy-2-oxo-1-phenylethyl 4-methoxybenzoate
• 英文别名: (2-Methoxy-2-oxo-1-phenylethyl) 4-methoxybenzoate
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: RMNVPUSCQZZBPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  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 36.0h， 生成 2-methoxy-2-oxo-1-phenylethyl 4-methoxybenzoate
  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

• A Phosphetane Catalyzes Deoxygenative Condensation of α-Keto Esters and Carboxylic Acids via P^III/P^V═O Redox Cycling
  作者：Wei Zhao、Patrick K. Yan、Alexander T. Radosevich

  DOI：10.1021/ja511889y

  日期：2015.1.21

  A small-ring phosphacycle is found to catalyze the deoxygenative condensation of α-keto esters and carboxylic acids. The reaction provides a chemoselective catalytic synthesis of α-acyloxy ester products with good functional group compatibility. Based on both stoichiometric and catalytic mechanistic experiments, the reaction is proposed to proceed via catalytic P(III)/P(V)═O cycling. The importance

  发现小环磷酸环可催化 α-酮酯和羧酸的脱氧缩合。该反应提供了具有良好官能团相容性的α-酰氧基酯产物的化学选择性催化合成。基于化学计量和催化机理实验，建议反应通过催化 P(III)/P(V)=O 循环进行。观察到的温度依赖性产物选择性效应证实了环应变在磷环催化剂中的重要性。结果表明，与路易斯碱（亲核）催化相反，通过 P(III)/P(V)=O 氧化还原循环操作的有机磷基催化剂的设计标准存在固有差异。
• Straightforward access to α-carbonyloxy esters and β-keto thioethers from aryldiazoacetates
  作者：Naveen Kumar、Ajay Kant Gola、Satyendra Kumar Pandey

  DOI：10.1039/d3ob02104a

  日期：——

  A metal- and additive-free approach has been described for synthesizing α-carbonyloxy esters and β-keto thioethers from readily available aryldiazoacetates with carboxylic acids and thiol derivatives, respectively. α-Carbonyloxy esters and β-keto thioether derivatives were synthesized in good to high yields from aryldiazoacetates, carboxylic acids, and thiol derivatives decorated with various functional

  已经描述了一种无金属和无添加剂的方法，用于从容易获得的芳基重氮乙酸酯分别与羧酸和硫醇衍生物合成α-羰氧基酯和β-酮硫醚。由芳基重氮乙酸酯、羧酸和装饰有各种官能团的硫醇衍生物以良好到高的产率合成了 α-羰氧基酯和 β-酮硫醚衍生物。最后，通过其在克级反应和一些生物活性分子的合成中的应用证明了新方法的潜力。
• 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