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Functional group transformation from amines to aldehydes via IBX oxidation

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Abstract

IBX oxidation of secondary aryl amines has been applied towards their functional group transformation to aldehydes using a facile post-process with satisfactory yields. The oxidation of N-benzylmethylamine was used as a model substrate and suggested that the ratio of IBX oxidant to amine should be 2:1. Subsequently, several aryl amines were subjected to these standard conditions, which revealed that the oxidative activity depends on the electronic and steric structures of the substituent groups in the substrates. The oxidative selectivity to secondary amines was also discovered.

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Acknowledgements

We acknowledge the support of National Natural Science Foundation of China (No. 21162003), and the “Chun Hui” Project of the Chinese Ministry of Education (No. Z2015006).

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Authors and Affiliations

  1. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang, 550025, China

    Li-Xia Chen, Yin-Hui Huang, Hang Cong & Zhu Tao

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  1. Li-Xia Chen
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  2. Yin-Hui Huang
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  3. Hang Cong
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  4. Zhu Tao
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Correspondence to Hang Cong.

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Chen, LX., Huang, YH., Cong, H. et al. Functional group transformation from amines to aldehydes via IBX oxidation. Chem. Pap. 72, 661–667 (2018). https://doi.org/10.1007/s11696-017-0313-6

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