diethyl (3-phenoxyprop-1-yn-1-yl)phosphonate | 1399659-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: diethyl (3-phenoxyprop-1-yn-1-yl)phosphonate
• 英文别名: 3-[Diethoxy(oxido)phosphaniumyl]prop-2-ynoxybenzene；3-[diethoxy(oxido)phosphaniumyl]prop-2-ynoxybenzene
• CAS: 1399659-22-3
• 化学式: C₁₃H₁₇O₄P
• 分子量: 268.249
• InChiKey: PNPLUZOIMXBSCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (3-phenoxyprop-1-yn-1-yl)phosphonate 在 甲醇 、 水 、 silver nitrate 作用下， 反应 24.0h， 以77%的产率得到oxo-2 phenoxy-3 propylphosphonate de diethyle
  参考文献：
  名称：

  Synthesis of β-ketophosphonates via AgNO3-catalyzed hydration of alkynylphosphonates: a rate-enhancement effect of methanol

  摘要：

  beta-Ketophosphonates were prepared via AgNO3-catalyzed hydration of alkynylphosphonates with a dramatic rate-enhancement effect of methanol. This benign aqueous-methanol method catalyzed by a low-(c)ost catalyst has simple, atom-economical procedure, and was used effectively with a wide range of substrates. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.12.001
• 作为产物：
  描述：

  苯基炔丙基醚 、 亚磷酸二乙酯 在 三正丁胺 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以85%的产率得到diethyl (3-phenoxyprop-1-yn-1-yl)phosphonate
  参考文献：
  名称：

  从炔alkynylphosphonates和亚磷酸酯用Cu催化的直接合成/ Cu的2个支撑在铌ö纳米颗粒2 ö 5 †

  摘要：

  炔烃和亚磷酸酯的需氧氧化偶联可以通过负载在Nb 2 O 5上的Cu / Cu 2 O纳米颗粒（Cu / Cu 2 O @ Nb 2 O 5）进行催化，从而有效地得到炔基膦酸酯。催化剂可以通过过滤和还原再利用。根据控制实验和表征数据的结果，载体Nb 2 O 5的强路易斯酸位点可以降低Cu的电子密度并吸收亚磷酸酯，从而可以有效地增强反应。

  DOI：

  10.1039/c8nj03206h

文献信息

• Synthesis of novel phosphorylated chrysin derivatives by 1, 3-dipolar cycloaddition reaction
  作者：Shaohua Zhu、Yan Zhang、Peipei Li、Wenzhu Bi、Xiaolan Chen、Yufen Zhao

  DOI：10.1080/10426507.2016.1223076

  日期：2017.1.2

  GRAPHICAL ABSTRACT ABSTRACT Through 1,3-dipolar cycloaddition reaction, 1,4,5-trisubstituted-1,2,3-triazole and phosphate-containing chrysin derivatives were synthesized with high yields. The target compounds were characterized by 1H, 31P, 13C NMR spectroscopy and HRMS.

  图形摘要 摘要 通过 1,3-偶极环加成反应，以高收率合成了 1,4,5-三取代的 1,2,3-三唑和含磷酸盐的白杨素衍生物。目标化合物通过 1H、31P、13C NMR 光谱和 HRMS 进行表征。
• CuSO₄·5H₂O-catalyzed alkynylphosphonates formation — An efficient coupling reaction of terminal alkynes with <i>H</i>-phosphonates
  作者：Zhibo Qu、Xiaolan Chen、Jinwei Yuan、Lingbo Qu、Xu Li、Fujun Wang、Xiling Ding、Yufen Zhao

  DOI：10.1139/v2012-029

  日期：2012.9

  It was recently discovered that easily available CuSO₄·5H₂O could be employed as an efficient catalyst towards the coupling reactions of terminal alkynes with H-phosphonates, which finally led to the formation of a large variety of novel alkynylphosphates.

  最近发现，易得的CuSO₄·5H₂O可以作为高效催化剂，促进末端炔烃与H-膦酸酯的偶联反应，最终形成大量新型炔基磷酸酯。
• Direct synthesis of alkynylphosphonates from alkynes and phosphite esters catalyzed by Cu/Cu₂O nanoparticles supported on Nb₂O₅
  作者：Tao Yuan、Fei Chen、Guo-ping Lu

  DOI：10.1039/c8nj03206h

  日期：——

  aerobic oxidative coupling of alkynes and phosphite esters can be catalyzed by Cu/Cu2O nanoparticles supported on Nb2O5 (Cu/Cu2O@Nb2O5) to efficiently afford alkynylphosphonates. The catalyst can be reused by filtration and reduction. According to the results of control experiments and characterization data, the supporter Nb2O5 can reduce the electronic density of Cu and absorb the phosphite esters

  炔烃和亚磷酸酯的需氧氧化偶联可以通过负载在Nb 2 O 5上的Cu / Cu 2 O纳米颗粒（Cu / Cu 2 O @ Nb 2 O 5）进行催化，从而有效地得到炔基膦酸酯。催化剂可以通过过滤和还原再利用。根据控制实验和表征数据的结果，载体Nb 2 O 5的强路易斯酸位点可以降低Cu的电子密度并吸收亚磷酸酯，从而可以有效地增强反应。
• Synthesis of β-ketophosphonates via AgNO3-catalyzed hydration of alkynylphosphonates: a rate-enhancement effect of methanol
  作者：Jiannan Xiang、Niannian Yi、Ruijia Wang、Linghui Lu、Huaxu Zou、Yuan Pan、Weimin He

  DOI：10.1016/j.tet.2014.12.001

  日期：2015.1

  beta-Ketophosphonates were prepared via AgNO3-catalyzed hydration of alkynylphosphonates with a dramatic rate-enhancement effect of methanol. This benign aqueous-methanol method catalyzed by a low-(c)ost catalyst has simple, atom-economical procedure, and was used effectively with a wide range of substrates. (C) 2014 Elsevier Ltd. All rights reserved.