2-(di-2-fluorobenzoyl)methyl-3,5-diphenyl-1,3-thiazolim-4-olate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(di-2-fluorobenzoyl)methyl-3,5-diphenyl-1,3-thiazolim-4-olate
• 英文别名: 1,3-Bis(2-fluorophenyl)-2-(4-oxo-3,5-diphenyl-1,3-thiazol-2-yl)propane-1,3-dione
• 化学式: C₃₀H₁₉F₂NO₃S
• 分子量: 511.549
• InChiKey: DOBLEVFJGXAFNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  硫代乙酰苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 2-(di-2-fluorobenzoyl)methyl-3,5-diphenyl-1,3-thiazolim-4-olate
  参考文献：
  名称：

  Reactivity of 2-methyl thioisomünchnone with acid chlorides

  摘要：

  This work describes the reactivity of 2-alkyl thioisomunchnones, exemplified here by the 2-methyl derivative, which behaves as nucleophile in the presence of both aliphatic and aromatic acid chlorides to give 2-heteroaryl ketones or 2-heteroaryl-1,3-diketones, respectively. However, 2-alkyl thioisomunchnones exhibit its characteristic 1,3-dipole behavior toward unsaturated systems. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01087-6

文献信息

• On the reactivity of 2-alkyl-1,3-thiazolium-4-olates toward electrophiles
  作者：Martín Ávalos、Reyes Babiano、Pedro Cintas、Jesús Díaz、José L. Jiménez、I. López、Juan C. Palacios

  DOI：10.1016/j.tet.2006.09.086

  日期：2006.12

  On the basis of our synthetic methodologies employing mesoionic synthons, the nucleophilic character of 2-alkyl-1,3-thiazolium-4-olates (2-alkylthioisomunchnones) has been envisaged and developed, at the expenses of their common role as masked 1,3-dipoles. Reactions with aliphatic acid chlorides lead to monoketones derived from thiazolidin-4-ones, whose structure can be rationalized in terms of orbital interactions by computational studies. Aromatic acid chlorides invariably produce 1,3-dicarbonyl compounds, yet maintaining the mesoionic core. Unlike [3+2]-cycloadditions reported previously for thioisomunchnones with isocyanates and isothiocyanates, these heterocumulenes react with 2-alkylthioisomunchnones affording conjugated amides or thioamides. (c) 2006 Elsevier Ltd. All rights reserved.