2-(4-fluorophenyl)-4-phenyl-5-(quinolin-3-yl)thiazole | 1516952-53-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(4-fluorophenyl)-4-phenyl-5-(quinolin-3-yl)thiazole
• 英文别名: 2-(4-Fluorophenyl)-4-phenyl-5-quinolin-3-yl-1,3-thiazole；2-(4-fluorophenyl)-4-phenyl-5-quinolin-3-yl-1,3-thiazole
• CAS: 1516952-53-6
• 化学式: C₂₄H₁₅FN₂S
• 分子量: 382.461
• InChiKey: BVHQUEOKPWHWHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氟硫代苄胺 在 palladium diacetate 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.17h， 生成 2-(4-fluorophenyl)-4-phenyl-5-(quinolin-3-yl)thiazole
  参考文献：
  名称：

  Synthesis of trisubstituted thiazoles by ligand-free palladium-catalyzed direct 5-arylation of 2,4-disubstituted thiazoles under conventional and microwave-assisted heating

  摘要：

  Trisubstituted thiazoles were synthesized with excellent yields using ligand-free, palladium-catalyzed, direct 5-arylation of 2,4-disubstituted thiazole and conventional or microwave-assisted heating. The palladium-catalyzed reaction yields were significantly influenced by LiCI additive, solvent, and heating method. The reaction times were reduced dramatically by employing microwave radiation instead of conventional heating. The synthetic methods can be applied to diverse 2,4,5-trisubstituted thiazoles by varying the aryl bromide and disubstituted thiazole reactants. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.053

文献信息

• Synthesis of trisubstituted thiazoles by ligand-free palladium-catalyzed direct 5-arylation of 2,4-disubstituted thiazoles under conventional and microwave-assisted heating
  作者：Su Kang Kim、Ji-Hyun Kim、Young Chul Park、Jae Won Kim、Eul Kgun Yum

  DOI：10.1016/j.tet.2013.10.053

  日期：2013.12

  Trisubstituted thiazoles were synthesized with excellent yields using ligand-free, palladium-catalyzed, direct 5-arylation of 2,4-disubstituted thiazole and conventional or microwave-assisted heating. The palladium-catalyzed reaction yields were significantly influenced by LiCI additive, solvent, and heating method. The reaction times were reduced dramatically by employing microwave radiation instead of conventional heating. The synthetic methods can be applied to diverse 2,4,5-trisubstituted thiazoles by varying the aryl bromide and disubstituted thiazole reactants. (C) 2013 Elsevier Ltd. All rights reserved.