ethyl 3-(pyrene-2-yl)propiolate | 1447451-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: ethyl 3-(pyrene-2-yl)propiolate
• 英文别名: Ethyl 3-pyren-2-ylprop-2-ynoate；ethyl 3-pyren-2-ylprop-2-ynoate
• CAS: 1447451-92-4
• 化学式: C₂₁H₁₄O₂
• 分子量: 298.341
• InChiKey: QNBQYAQFVBBXTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  乙醇 、 一氧化碳 、 2-Ethynylpyrene 在 palladium 10% on activated carbon 、 氧气 、 四丁基碘化铵 作用下， 以 1,4-二氧六环 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 8.0h， 以85%的产率得到ethyl 3-(pyrene-2-yl)propiolate
  参考文献：
  名称：

  Synthesis of α,β-Alkynyl Esters and Unsymmetrical Maleate Esters Catalyzed by Pd/C; An Efficient Phosphine-Free Catalytic System for Oxidative Alkoxycarbonylation of Terminal Alkynes

  摘要：

  Pd/C-catalyzed oxidative alkoxycarbonylation of terminal alkynes using alcohols in the presence of tetrabutylammonium iodide under CO/O-2 (5:1 atm) has been investigated. The desired alpha,beta-alkynyl esters and unsymmetrical maleate esters are formed in good to excellent yields under different reaction conditions. The present protocol eliminates the use of phosphine ligands and has straightforward catalyst recovery. The catalyst was recycled up to six times without significant loss of catalytic activity.

  DOI：

  10.1055/s-0032-1316896

文献信息

• Synthesis of α,β-Alkynyl Esters and Unsymmetrical Maleate Esters Catalyzed by Pd/C; An Efficient Phosphine-Free Catalytic System for Oxidative Alkoxycarbonylation of Terminal Alkynes
  作者：Bhalchandra Bhanage、Sandip Gadge

  DOI：10.1055/s-0032-1316896

  日期：——

  Pd/C-catalyzed oxidative alkoxycarbonylation of terminal alkynes using alcohols in the presence of tetrabutylammonium iodide under CO/O-2 (5:1 atm) has been investigated. The desired alpha,beta-alkynyl esters and unsymmetrical maleate esters are formed in good to excellent yields under different reaction conditions. The present protocol eliminates the use of phosphine ligands and has straightforward catalyst recovery. The catalyst was recycled up to six times without significant loss of catalytic activity.