1-(3-(2-ethyl-4-methylthiazol-5-yl)phenyl)ethan-1-one | 1286260-93-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-(2-ethyl-4-methylthiazol-5-yl)phenyl)ethan-1-one
• CAS: 1286260-93-2
• 化学式: C₁₄H₁₅NOS
• 分子量: 245.345
• InChiKey: HTSDIOLQYRICKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.96
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-乙基-4-甲基噻唑 、 3'-溴苯乙酮 在 PdCl(C₃H₅)(dppb) 、 potassium acetate 作用下， 以 戊醇 为溶剂， 反应 20.0h， 以77%的产率得到1-(3-(2-ethyl-4-methylthiazol-5-yl)phenyl)ethan-1-one
  参考文献：
  名称：

  Palladium-catalysed direct arylations of heteroaromatics using more eco-compatible solvents pentan-1-ol or 3-methylbutan-1-ol

  摘要：

  The palladium-catalysed direct coupling of aryl halides with heteroaromatics in greener solvents than DMF or DMAc, which are often employed for such couplings, would be a considerable advantage for both industrial application and sustainable development. We observed that a range of aryl bromides undergoe coupling via C-H bond activation/functionalisation reaction of thiazoles or imidazoles in moderate to good yields using pentan-1-ol or 3-methylbutan-1-ol as the solvents. Pentan-1-ol and 3-methylbutan-1-ol are less toxic than DMF or DMAc, moreover they are bioresources as they can be obtained by fermentation. Therefore, these reaction conditions are certainly more eco-compatible than those generally employed for such couplings. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.084