1-(4-methoxyphenyl)-9-oxo-9H-thioxanthen-4-yl trifluoromethanesulfonate | 1353684-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫色烯
• 英文名称: 1-(4-methoxyphenyl)-9-oxo-9H-thioxanthen-4-yl trifluoromethanesulfonate
• 英文别名: [1-(4-Methoxyphenyl)-9-oxothioxanthen-4-yl] trifluoromethanesulfonate；[1-(4-methoxyphenyl)-9-oxothioxanthen-4-yl] trifluoromethanesulfonate
• CAS: 1353684-31-7
• 化学式: C₂₁H₁₃F₃O₅S₂
• 分子量: 466.458
• InChiKey: GSZCTQPNOKRDNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-9-oxo-9H-thioxanthen-4-yl trifluoromethanesulfonate 、 3-氯苯硼酸 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以75 mg的产率得到4-(3-chlorophenyl)-1-(4-methoxyphenyl)-9H-thioxanthen-9-one
  参考文献：
  名称：

  Suzuki–Miyaura reactions of the bis(triflates) of 1,3- and 1,4-dihydroxythioxanthone. Electronic and steric effects on the site-selectivity

  摘要：

  The palladium(0)-catalyzed Suzuki cross-coupling reactions of the bis(triflates) of 1,3- and 1,4dihydroxythioxanthone afforded various aryl-substituted thioxanthones. While the Suzuki reactions of the bis(triflate) derived from 1,3-dihydroxythioxanthone proceeded by site-selective attack in favor of position 3, the reactions of the bis(triflate) of 1,4-dihydroxythioxanthone proceeded in favor of position 1. The site-selectivity is controlled by steric and electronic parameters. (C) 2011 Elsevier Ltd. All rights

  DOI：

  10.1016/j.tet.2011.10.095
• 作为产物：
  描述：

  1,4-dihydroxy-9H-thioxanthen-9-one 在 potassium phosphate 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 16.17h， 生成 1-(4-methoxyphenyl)-9-oxo-9H-thioxanthen-4-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Suzuki–Miyaura reactions of the bis(triflates) of 1,3- and 1,4-dihydroxythioxanthone. Electronic and steric effects on the site-selectivity

  摘要：

  The palladium(0)-catalyzed Suzuki cross-coupling reactions of the bis(triflates) of 1,3- and 1,4dihydroxythioxanthone afforded various aryl-substituted thioxanthones. While the Suzuki reactions of the bis(triflate) derived from 1,3-dihydroxythioxanthone proceeded by site-selective attack in favor of position 3, the reactions of the bis(triflate) of 1,4-dihydroxythioxanthone proceeded in favor of position 1. The site-selectivity is controlled by steric and electronic parameters. (C) 2011 Elsevier Ltd. All rights

  DOI：

  10.1016/j.tet.2011.10.095