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Simple synthesized Mannich bases as ligands in Cu-catalyzed N-arylation of imidazoles in water

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Abstract

1,4-Bis(2-hydroxy-5-methoxybenzyl)piperazine and its analogues were used as efficient ligands for CuI-catalyzed N-arylation of imidazoles with aryl halides in water under mild conditions (120 °C for 12 h) with 10 mol% of CuI, 20 mol% of the Mannich base, and two equivalents of KOH or K2CO3 in the presence of 10 mol% phase transfer catalyst (n-Bu)4NBr. A variety of products were synthesized in moderate to excellent yields using this inexpensive catalytic system.

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Acknowledgments

We are grateful to Nanjing University of Science and Technology for financial support.

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Authors and Affiliations

  1. School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China

    Yefeng Zhu, Yixing Shi & Yunyang Wei

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  1. Yefeng Zhu
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  2. Yixing Shi
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  3. Yunyang Wei
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Corresponding author

Correspondence to Yunyang Wei.

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Zhu, Y., Shi, Y. & Wei, Y. Simple synthesized Mannich bases as ligands in Cu-catalyzed N-arylation of imidazoles in water. Monatsh Chem 141, 1009–1013 (2010). https://doi.org/10.1007/s00706-010-0363-8

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  • DOI: https://doi.org/10.1007/s00706-010-0363-8

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