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An Efficient Catalytic System Based on CuI and Ionic Liquid for the Synthesis of Propargylamines Through One-Pot A3 Coupling Reactions

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Abstract

A series of ionic liquids were synthesized and their synergetic effects on the Cu catalyzed one-pot A3 coupling reactions were investigated for the synthesis of propargylamines. The results showed that the combined catalytic system based on ionic liquid [MEA][H2PO4] and CuI had excellent catalytic activity and selectivity for the target propargylamines, a series aromatic aldehyde with electro-withdrawing and donating groups and heteroaromatic aldehyde could all reach good to excellent isolated yields. This catalytic system benefit from mild reaction conditions and simple operation procedures, no volatile organic solvents and other additives were involved, and no inert gas protection were needed. In addition, the ionic liquid utilized in this work was easy to be prepared and its utilization made the catalytic system recyclable. All of these superiorities made this catalytic system efficient and eco-friendly for the synthesis of propargylamines.

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Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (Grant No 21733011) and Central Plains Science and technology innovation leader Project (214200510008), Scientific and technological innovation team of colleges and universities in Henan Province (21IRTSTHN001).

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Henan Normal University, Xinxiang, 453007, Henan, People’s Republic of China

    Anlian Zhu, Jingyi Wang, Mingyue Wang, Dongshuang Fan & Lingjun Li

  2. Henan Zhumadian Senior High School, Zhumadian, 463900, Henan, People’s Republic of China

    Jingyi Wang

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  1. Anlian Zhu
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  2. Jingyi Wang
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  3. Mingyue Wang
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  4. Dongshuang Fan
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  5. Lingjun Li
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Correspondence to Anlian Zhu or Lingjun Li.

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Zhu, A., Wang, J., Wang, M. et al. An Efficient Catalytic System Based on CuI and Ionic Liquid for the Synthesis of Propargylamines Through One-Pot A3 Coupling Reactions. Catal Lett 153, 2074–2082 (2023). https://doi.org/10.1007/s10562-022-04109-w

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