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Functional group transformation from amines to aldehydes via IBX oxidation

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

Guizhou University, Guiyang, China

 

E-mail: hcong@gzu.edu.cn

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.

Keywords: Functional group transformation ; IBX ; Oxidation ; Amine ; Aldehyde 

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-017-0313-6

 

Chemical Papers 72 (3) 661–667 (2018)

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