Citation: Zhou Zhen, Liu Yan. 4-Benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one/PdCl₂-Catalyzed Suzuki Coupling Reactions under Mild Aerobic Conditions[J]. Chemistry, ;2016, 79(3): 243-247. shu

4-Benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one/PdCl₂-Catalyzed Suzuki Coupling Reactions under Mild Aerobic Conditions

Zhou Zhen ,
Liu Yan

1.
School of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Guangzhou 510006

Received Date: 3 September 2015
Available Online: 13 October 2015
Fund Project:

A simple commercial ligand 4-benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one has been applied to the palladium-catalyzed Suzuki-Miyaura cross-coupling in this paper. The effect of reaction condition, such as temperature, time, solvents and bases on the yield of product has been evaluated. Under the optimized conditions, a variety of aryl bromides and phenylboronic acid were successfully cross-coupled in high yield at a low catalytic loading of 0.1 (mol)%. Furthermore, the less reactive reactants such as aryl chlorides was explored to enlarge the scope of this cross-coupling, and it was found that the catalytic system employing the ligand in DMF/H₂O provided a general and convenient method to prepare biaryls from activated aryl chlorides. Besides, the optimal experiments revealed that the improvement of reaction time/temperature as well as the polarity of the proton solvent turned out to be the effective method for the coupling reaction.
- Suzuki cross-coupling reaction,
- PdCl₂,
- Phosphine-free ligand,
- Aryl halides
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沈阳化工大学材料科学与工程学院沈阳 110142

4-Benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one/PdCl2-Catalyzed Suzuki Coupling Reactions under Mild Aerobic Conditions

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通讯作者: 陈斌, bchen63@163.com

4-Benzoyl-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one/PdCl₂-Catalyzed Suzuki Coupling Reactions under Mild Aerobic Conditions