2,3-dimethoxyphenyl diethyl phosphate | 1437686-39-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dimethoxyphenyl diethyl phosphate
• 英文别名: (2,3-Dimethoxyphenyl) diethyl phosphate；(2,3-dimethoxyphenyl) diethyl phosphate
• CAS: 1437686-39-9
• 化学式: C₁₂H₁₉O₆P
• 分子量: 290.253
• InChiKey: GARUFJHXPGBPTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(2,5-dimethylphenyl)iodonium trifluoromethanesulfonate 、 2,3-dimethoxyphenyl diethyl phosphate 在 palladium(II) bis(trifluoromethanesulfonate) dihydrate 、 sodium carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以72%的产率得到3,4-dimethoxy-2',5'-dimethyl-[1,1'-biphenyl]-2-yl diethyl phosphate
  参考文献：
  名称：

  Palladium(II)-catalyzed ortho -arylation via phosphate-group-directed C–H activation

  摘要：

  Aryl dialkyl phosphate, which is readily available from phenol, was a good substrate for the Pd(II) catalyzed aryl aryl coupling reaction through ortho-C H activation. Although a phosphate group is regarded as a poor coordinating group, highly regioselective ortho-arylation could be achieved by employing Pd(OTf)(2)center dot 2H(2)O and Ar2IOTf as a catalyst and an aryl group source, respectively. The phosphate group of the resulting coupled product can be transformed into an aryl anion via reductive cleavage and used for further C-C bond formation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.067

文献信息

• Palladium(II)-catalyzed ortho -arylation via phosphate-group-directed C–H activation
  作者：Woo Hyung Jeon、Tae Seob Lee、Eun Jin Kim、Bongjin Moon、Jahyo Kang

  DOI：10.1016/j.tet.2013.04.067

  日期：2013.6

  Aryl dialkyl phosphate, which is readily available from phenol, was a good substrate for the Pd(II) catalyzed aryl aryl coupling reaction through ortho-C H activation. Although a phosphate group is regarded as a poor coordinating group, highly regioselective ortho-arylation could be achieved by employing Pd(OTf)(2)center dot 2H(2)O and Ar2IOTf as a catalyst and an aryl group source, respectively. The phosphate group of the resulting coupled product can be transformed into an aryl anion via reductive cleavage and used for further C-C bond formation. (C) 2013 Elsevier Ltd. All rights reserved.