diethyl (2-(3,4-dichlorophenyl)-2-oxoethyl)phosphonate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: diethyl (2-(3,4-dichlorophenyl)-2-oxoethyl)phosphonate
• 英文别名: 1-(2,3-dichlorophenyl)-2-diethoxyphosphorylethanone
• 化学式: C₁₂H₁₅Cl₂O₄P
• 分子量: 325.128
• InChiKey: OEAUCCBDEWJALF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  19.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2,3-二氯碘苯 在 iron(III) chloride 、 四(三苯基膦)钯 、 氧气 、 三氟甲烷磺酸亚铜(I)苯联合体 (2:1) 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 20.0h， 生成 diethyl (2-(3,4-dichlorophenyl)-2-oxoethyl)phosphonate
  参考文献：
  名称：

  β-Ketophosphonate Formation via Aerobic Oxyphosphorylation of Alkynes or Alkynyl Carboxylic Acids with H-Phosphonates

  摘要：

  A synergistic Cu/Fe-catalyzed aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonate is disclosed. The useful beta-ketophosphonate products were obtained in good yields under oxygen atmosphere in a novel way. This reaction exhibits a wide substrate scope, and the mechanistic experiments indicate that a radical mechanism forms both C-P and C=O bonds simultaneously. This mechanism contrasts existing aerobic difunctionalization of alkynes.

  DOI：

  10.1021/acs.orglett.5b00574

文献信息

• β-Ketophosphonate Formation via Aerobic Oxyphosphorylation of Alkynes or Alkynyl Carboxylic Acids with H-Phosphonates
  作者：Mingxin Zhou、Ming Chen、Yao Zhou、Kai Yang、Jihu Su、Jiangfeng Du、Qiuling Song

  DOI：10.1021/acs.orglett.5b00574

  日期：2015.4.3

  A synergistic Cu/Fe-catalyzed aerobic oxyphosphorylation of alkynes or alkynyl carboxylic acids with H-phosphonate is disclosed. The useful beta-ketophosphonate products were obtained in good yields under oxygen atmosphere in a novel way. This reaction exhibits a wide substrate scope, and the mechanistic experiments indicate that a radical mechanism forms both C-P and C=O bonds simultaneously. This mechanism contrasts existing aerobic difunctionalization of alkynes.