prop-2-yn-1-yl 2-(3,4-dimethoxyphenyl)acetate

• 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: prop-2-yn-1-yl 2-(3,4-dimethoxyphenyl)acetate
• 英文别名: prop-2-ynyl 2-(3,4-dimethoxyphenyl)acetate
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: HWKKLPQZCCRPRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  prop-2-yn-1-yl 2-(3,4-dimethoxyphenyl)acetate 在 4-乙酰氨基苯磺酰叠氮 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙腈 为溶剂， 反应 16.0h， 以65%的产率得到prop-2-yn-1-yl 2-diazo-2-(3,4-dimethoxyphenyl)acetate
  参考文献：
  名称：

  Propargyl α-aryl-α-diazoacetates as robust reagents for the effective C H bond functionalization of 1,3-diketones via scandium catalysis

  摘要：

  Propargyl alpha-aryl-alpha-diazoacetate a new class of reagent is developed for the effective C-H bond functionalization of 1,3-diketones at room temperature. The combination of scandium triflate and propargyl alpha-aryl-alpha-diazoacetate proved to be efficient catalyst-reagent system for the controlled C-H bond functionalization to afford 1,3-dicarbonyl alkylation. The protocol uses inexpensive Sc(OTf)(3) (5 mol%) and the reaction did not require the use of expensive catalysts or ligands and worked efficiently at room temperature. The practicality of the protocol has been demonstrated by the gram scale synthesis. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2019.06.026
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸 、 3-溴丙炔 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到prop-2-yn-1-yl 2-(3,4-dimethoxyphenyl)acetate
  参考文献：
  名称：

  Propargyl α-aryl-α-diazoacetates as robust reagents for the effective C H bond functionalization of 1,3-diketones via scandium catalysis

  摘要：

  Propargyl alpha-aryl-alpha-diazoacetate a new class of reagent is developed for the effective C-H bond functionalization of 1,3-diketones at room temperature. The combination of scandium triflate and propargyl alpha-aryl-alpha-diazoacetate proved to be efficient catalyst-reagent system for the controlled C-H bond functionalization to afford 1,3-dicarbonyl alkylation. The protocol uses inexpensive Sc(OTf)(3) (5 mol%) and the reaction did not require the use of expensive catalysts or ligands and worked efficiently at room temperature. The practicality of the protocol has been demonstrated by the gram scale synthesis. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2019.06.026

文献信息

• Synthesis of some new isoxazole-piperidine-1,2,3-triazoles as in vitro anticancer agents
  作者：Peddapyata, Prashanth Raja、Ega, Jagadeesh Kumar、Siddoju, Kavitha

  DOI：10.56042/ijc.v62i1.70389

  日期：——
• Propargyl α-aryl-α-diazoacetates as robust reagents for the effective C H bond functionalization of 1,3-diketones via scandium catalysis
  作者：Balu S. Navale、Debasish Laha、Ramakrishna G. Bhat

  DOI：10.1016/j.tetlet.2019.06.026

  日期：2019.7

  Propargyl alpha-aryl-alpha-diazoacetate a new class of reagent is developed for the effective C-H bond functionalization of 1,3-diketones at room temperature. The combination of scandium triflate and propargyl alpha-aryl-alpha-diazoacetate proved to be efficient catalyst-reagent system for the controlled C-H bond functionalization to afford 1,3-dicarbonyl alkylation. The protocol uses inexpensive Sc(OTf)(3) (5 mol%) and the reaction did not require the use of expensive catalysts or ligands and worked efficiently at room temperature. The practicality of the protocol has been demonstrated by the gram scale synthesis. (C) 2019 Elsevier Ltd. All rights reserved.