2-甲硫基-4-嘧啶基三氟甲磺酸酯 | 154499-77-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-甲硫基-4-嘧啶基三氟甲磺酸酯
• 英文名称: 2-methylthio-4-pyrimidinyl triflate
• 英文别名: (2-Methylsulfanylpyrimidin-4-yl) trifluoromethanesulfonate
• CAS: 154499-77-1
• 化学式: C₆H₅F₃N₂O₃S₂
• 分子量: 274.245
• InChiKey: LEPJDOPABVZIBU-UHFFFAOYSA-N

物化性质

• 沸点：
  341.1±42.0 °C(Predicted)
• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  (E)-1-phenyl-(2-tributylstannyl)ethene 、 2-甲硫基-4-嘧啶基三氟甲磺酸酯 在 四(三苯基膦)钯 、 lithium chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以68%的产率得到β-methylthio-4-β-styrylpyrimidine
  参考文献：
  名称：

  Synthesis of Pyrimidinyl Triflates and Palladium-catalyzed Coupling with Organotion and Organozic Reagents

  摘要：

  Pyrimidinyl triflates have been synthesized from pyrimidinones using triflic anhydride in the presence of triethylamine. The triflates, in the pyrimidine electrophilic positions, are versatile intermediates for substitution reactions. Carbon substituents are readily introduced in any position by Pd-catalyzed coupling reactions between pyrimidinyl triflates and aryl- or alkenyltin or with the corresponding organozinc reagents. Organozinc reagents are generally more reactive in coupling reaction and will effect the introduction of alkyl substituents.

  DOI：

  10.3987/com-93-s39
• 作为产物：
  描述：

  三氟甲磺酸酐 、 2-甲硫基-4-嘧啶酮 在 TEA 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到2-甲硫基-4-嘧啶基三氟甲磺酸酯
  参考文献：
  名称：

  Synthesis of Pyrimidinyl Triflates and Palladium-catalyzed Coupling with Organotion and Organozic Reagents

  摘要：

  Pyrimidinyl triflates have been synthesized from pyrimidinones using triflic anhydride in the presence of triethylamine. The triflates, in the pyrimidine electrophilic positions, are versatile intermediates for substitution reactions. Carbon substituents are readily introduced in any position by Pd-catalyzed coupling reactions between pyrimidinyl triflates and aryl- or alkenyltin or with the corresponding organozinc reagents. Organozinc reagents are generally more reactive in coupling reaction and will effect the introduction of alkyl substituents.

  DOI：

  10.3987/com-93-s39

文献信息

• Synthesis of Pyrimidinyl Triflates and Palladium-catalyzed Coupling with Organotion and Organozic Reagents
  作者：Jessie Sandosham、Kjell Undheim

  DOI：10.3987/com-93-s39

  日期：——

  Pyrimidinyl triflates have been synthesized from pyrimidinones using triflic anhydride in the presence of triethylamine. The triflates, in the pyrimidine electrophilic positions, are versatile intermediates for substitution reactions. Carbon substituents are readily introduced in any position by Pd-catalyzed coupling reactions between pyrimidinyl triflates and aryl- or alkenyltin or with the corresponding organozinc reagents. Organozinc reagents are generally more reactive in coupling reaction and will effect the introduction of alkyl substituents.