diethyl (2-fluorophenyl)(phenylamino)methylphosphonate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: diethyl (2-fluorophenyl)(phenylamino)methylphosphonate
• 英文别名: N-[diethoxyphosphoryl-(2-fluorophenyl)methyl]aniline
• 化学式: C₁₇H₂₁FNO₃P
• 分子量: 337.331
• InChiKey: BGMPXWCPOWTODM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-fluorobenzylideneaniline 、 亚磷酸二乙酯 反应 6.0h， 以80%的产率得到diethyl (2-fluorophenyl)(phenylamino)methylphosphonate
  参考文献：
  名称：

  Gruss, Ulrike; Haegele, Gerhard, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 97, # 1-4, p. 209 - 222

  摘要：

  DOI：

文献信息

• Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of α-aminophosphonates via Kabachnik–Fields reaction under solvent-free condition
  作者：Ningbo Li、Xie Wang、Renhua Qiu、Xinhua Xu、Jinyang Chen、Xiaohong Zhang、Sihai Chen、Shuangfeng Yin

  DOI：10.1016/j.catcom.2013.10.013

  日期：2014.1

  Zirconocene bis(perfluorobutanesulfonate) [Cp2Zr(OSO2C4F9)2·2H2O] was successfully synthesized by treatment of Cp2ZrCl2 with C4F9SO3Ag, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of α-aminophosphonates via Kabachnik–Fields reaction of aldehydes/ketones, amines and

  通过用C 4 F 9 SO 3处理Cp 2 ZrCl 2成功地合成了茂锆双（全氟丁烷磺酸盐）[Cp 2 Zr（OSO 2 C 4 F 9）2 ·2H 2 O]。Ag，并且具有空气稳定性，耐水性，高热稳定性和强路易斯酸性的性质。该络合物在温和无溶剂的条件下，通过Kabachnik-Fields反应醛/酮，胺和亚磷酸二乙酯，显示出对α-氨基膦酸酯合成的高催化效率。此外，在五个周期的测试中，它可以重复使用而不会失去活动。与我们先前报道的Cp 2 Zr（OSO 2 C 8 F 17）2 ·3H 2 O·THF配合物相比，该配合物表现出更好的催化活性。
• Phosphorofluoridic acid promoted rapid protocol for the synthesis of fluorine-containing α-aminophosphonates under solvent-free conditions
  作者：Amol B. Atar、Jeongsu Oh、Jong Tae Kim、Yeon Tae Jeong

  DOI：10.1007/s00706-013-1106-4

  日期：2014.2

  A simple and efficient method was developed for the synthesis of fluorine-containing alpha-aminophosphonates through a one-pot reaction of fluorine-containing aromatic aldehydes with anilines and phosphites in the presence of phosphorofluoridic acid as a catalyst. The products were obtained within short time periods in high yields under solvent-free reaction conditions.