(4-bromophenyl) diphenyl phosphate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: (4-bromophenyl) diphenyl phosphate
• 化学式: C₁₈H₁₄BrO₄P
• 分子量: 405.185
• InChiKey: USHDEPRYLAAMAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯磷酸二苯酯 在 sodium azide 、 sodium carbonate 、 zinc(II) acetylacetonate 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 36.0h， 生成 (4-bromophenyl) diphenyl phosphate
  参考文献：
  名称：

  锌催化的二芳基磷酰基叠氮化物向二芳基磷酸酯和酰胺的转化。

  摘要：

  我们已经开发了一种简便而有效的合成二芳基磷酸酯和酰胺的方法。使用Zn（acac）2作为催化剂，二芳基磷酰基叠氮化物与脂肪族醇和苯酚的反应通过不寻常的PN键裂解，以良好的收率提供了许多二芳基磷酸酯（22个实例，最高94％）。另外，从相应的胺也以优异的产率获得了各种二芳基磷酸酰胺（8个实例，高达96％）。

  DOI：

  10.1002/asia.202000154

文献信息

• DBN hexafluorophosphate salts as convenient sulfonylating and phosphonylating agents
  作者：Caroline S. Jones、Steven D. Bull、Jonathan M. J. Williams

  DOI：10.1039/c6ob01854h

  日期：——

  Air-stable N-sulfonyl and N-phosphonyl DBN hexafluorophosphate salts have been synthesised under mild conditions as sulfonylating and phosphonylating agents. These salts are highly efficient in the sulfonylation and phosphonylation of a range of N- and O-nucleophiles to generate sulfonamides, sulfonate esters, phosphoramidates and phosphonate esters in good yields.

  在温和的条件下已经合成了空气稳定的N-磺酰基和N-膦酰基DBN六氟磷酸盐作为磺酰化剂和膦酰化剂。这些盐在一系列N-和O-亲核试剂的磺酰化和膦酰化中非常有效，以高收率产生磺酰胺，磺酸酯，氨基磷酸酯和膦酸酯。
• A Simple and Effective Method for Phosphoryl Transfer Using TiCl₄ Catalysis
  作者：Simon Jones、Dimitrios Selitsianos

  DOI：10.1021/ol026618q

  日期：2002.10.1

  [reaction: see text] A number of Lewis acids have been evaluated as catalysts for the phosphoryl transfer, the most efficient being TiCl(4). Application of this methodology to the phosphorylation of a number of representative target alcohols is presented

  [反应：见正文]已经评估了许多路易斯酸作为磷酰基转移的催化剂，最有效的是TiCl（4）。介绍了该方法在许多代表性目标醇磷酸化中的应用
• N-Phosphoryl oxazolidinones as effective phosphorylating agents
  作者：Simon Jones、Chaiwat Smanmoo

  DOI：10.1016/j.tetlet.2004.01.003

  日期：2004.2

  A number of N-phosphoryl oxazolidinones have been prepared and evaluated, the best being 5,5-diphenyl oxazolidinones, the utility of which was demonstrated in the phosphorylation of a number of representative primary, secondary, tertiary, and phenolic alcohols. (C) 2004 Elsevier Ltd. All rights reserved.
• Phosphorylation of Alcohols with <i>N</i>-Phosphoryl Oxazolidinones Employing Copper(II) Triflate Catalysis
  作者：Simon Jones、Chaiwat Smanmoo

  DOI：10.1021/ol051104n

  日期：2005.7.1

  Phosphoryl transfer from N-phosphoryl 5,5-diphenyl oxazolidinone is efficiently catalyzed by copper(II) triflate. The utility of this method has been demonstrated in the phosphorylation of representative primary, secondary, tertiary, phenolic, and allylic alcohols. These reaction conditions are significantly milder than employing alkoxides and allow the phosphorylation of biologically relevant molecules.
• Organocatalytic Phosphorylation of Alcohols Using Pyridine-N-oxide
  作者：Alan Spivey、James Murray、Rudiger Woscholski

  DOI：10.1055/s-0034-1379993

  日期：——

  Phosphorylation of alcohols by phosphoryl chlorides catalysed by pyridine-N-oxide is reported. The utility of this method is demonstrated through phosphorylation of primary, secondary and a tertiary alcohol as well as phenols under mild reaction conditions and with low catalyst loading (5 mol%).