Citation: Ya-Shuai Liu, Yan Liu, Xiao-Wei Ma, Ping Liu, Jian-Wei Xie, Bin Dai. 3-(Diphenylphosphino)propanoic acid：An efficient ligand for the Cu-catalyzed N-arylation of imidazoles and 1H-pyrazole with aryl halides[J]. Chinese Chemical Letters, ;2014, 25(05): 775-778. doi: 10.1016/j.cclet.2014.01.042 shu

3-(Diphenylphosphino)propanoic acid：An efficient ligand for the Cu-catalyzed N-arylation of imidazoles and 1H-pyrazole with aryl halides

1.
School of Chemistry and Chemical Engineering/Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi 832003, China

Corresponding author: Ping Liu,
Received Date: 27 November 2013
Available Online: 16 January 2014
Fund Project: We gratefully acknowledge financial support of this work by the National Basic Research Program of China (973 Program, No. 2012CB722603) (973 Program, No. 2012CB722603) the National Natural Science Foundation of China (No. 21103114) (No. IRT1161) and the Doctor Foundation of Xinjiang Bingtuan (No. 2012BB010). (No. 21103114)

3-(Diphenylphosphino)propanoic acid (L2) has proved to be an efficient ligand for the copper-catalyzed C-N coupling reactions. N-arylation of imidazoles with aryl iodides catalyzed by CuCl/L2 was smoothly carried out in DMSO at 100 ℃ with a yield up to 98%. N-arylation of 1H-pyrazole with aryl iodides and bromides catalyzed by Cu(OAc)₂/L2 in 1,4-dioxane also gave the corresponding products with yields of 40%-98%.
- Cu catalyzed,
- C-N coupling,
- N-arylation,
- P,O ligands
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