4-trifluoroacetyl-2,3-dimethyl-1,3-oxazolium-5-olate | 14119-97-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-trifluoroacetyl-2,3-dimethyl-1,3-oxazolium-5-olate
• 英文别名: 2,3-dimethyl-5-oxo-4-trifluoroacetyl-4,5-dihydro-oxazolium betaine；(1Z)-1-(2,3-dimethyl-5-oxo-1,3-oxazol-3-ium-4-ylidene)-2,2,2-trifluoroethanolate
• CAS: 14119-97-2
• 化学式: C₇H₆F₃NO₃
• 分子量: 209.125
• InChiKey: HETAIBZYUJKMTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-trifluoroacetyl-2,3-dimethyl-1,3-oxazolium-5-olate 、 邻苯二胺 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到N-[4-hydroxy-2-oxo-4-(trifluoromethyl)-3,5-dihydro-1H-1,5-benzodiazepin-3-yl]-N-methylacetamide
  参考文献：
  名称：

  Heterocyclization of 4-Trifluoroacetyl-1,3-oxazolium-5-olates with 1,4-Bis-nucleophiles

  摘要：

  Reactions of aromatic 1,4-bis-nucleophiles such as o-phenylenediamine and o-aminothiophenol, with mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1) gave regiospecifically seven member trifluoromethylated heterocycles such as 1,5-benzodiazepines (3) and 1,5-benzothiazepines (4). The reaction with o-aminophenol afforded non-cyclized products (5). The structures of 3, 4, and 5 were established by X-Ray diffraction analysis.

  DOI：

  10.3987/com-01-9325
• 作为产物：
  描述：

  2-[乙酰基(甲基)氨基]乙酸 、 三氟甲磺酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 4-trifluoroacetyl-2,3-dimethyl-1,3-oxazolium-5-olate
  参考文献：
  名称：

  Heterocyclization of 4-Trifluoroacetyl-1,3-oxazolium-5-olates with 1,4-Bis-nucleophiles

  摘要：

  Reactions of aromatic 1,4-bis-nucleophiles such as o-phenylenediamine and o-aminothiophenol, with mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1) gave regiospecifically seven member trifluoromethylated heterocycles such as 1,5-benzodiazepines (3) and 1,5-benzothiazepines (4). The reaction with o-aminophenol afforded non-cyclized products (5). The structures of 3, 4, and 5 were established by X-Ray diffraction analysis.

  DOI：

  10.3987/com-01-9325

文献信息

• Formation and structure of certain oxazolonium compounds
  作者：Claude V. Greco、Robert P. Gray、Vincent G. Grosso

  DOI：10.1021/jo01287a099

  日期：1967.12