Copper(II) carboxymethylcellulose (CMC-CuII) as an efficient catalyst for aldehyde–alkyne–amine coupling under solvent-free conditions

Xiaoping Liu; Bijin Lin; Zhuan Zhang; Hao Lei; Yiqun Li

doi:10.1039/C6RA18742K

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Copper(ii) carboxymethylcellulose (CMC-Cu^II) as an efficient catalyst for aldehyde–alkyne–amine coupling under solvent-free conditions†

Xiaoping Liu,^a Bijin Lin,^a Zhuan Zhang,^a Hao Lei^a and Yiqun Li*^a

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* Corresponding authors

^a Department of Chemistry, Jinan University, Guangzhou 510632, P. R. China
E-mail: tlyq@jnu.edu.cn

Abstract

A novel and eco-friendly three-component reaction of aldehydes, amines, and alkynes (A3 coupling) catalyzed by a recoverable copper(II) carboxymethylcellulose (CMC-Cu^II) catalyst has been developed, producing a diverse range of propargylamines under solvent-free conditions in good yields. The CMC-Cu^II catalyzed reaction is especially effective for reactions involving aromatic and aliphatic aldehydes. High catalytic activity was obtained in the presence of 5 mol% CMC-Cu^II without any other co-catalyst, additives, or bases under aerobic conditions. Moreover, the catalyst can be easily recovered and reused for at least four cycles without significant decrease in its catalytic activity.

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Article information

DOI: https://doi.org/10.1039/C6RA18742K
Article type: Paper
Submitted: 23 Jul 2016
Accepted: 11 Sep 2016
First published: 23 Sep 2016

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RSC Adv., 2016,6, 94399-94407

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Copper(II) carboxymethylcellulose (CMC-Cu^II) as an efficient catalyst for aldehyde–alkyne–amine coupling under solvent-free conditions

X. Liu, B. Lin, Z. Zhang, H. Lei and Y. Li, RSC Adv., 2016, 6, 94399 DOI: 10.1039/C6RA18742K

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