Copper-Catalyzed Oxidative Cross-Dehydrogenative Coupling/Oxidative Cycloaddition: Synthesis of 4-Acyl-1,2,3-Triazoles
Yi Liu, Gang Nie, Zhongzhen Zhou*, Lihui Jia and Yunfeng Chen*
*School of Chemistry and Environmental Engineering, Wuhan
Institute of Technology, Wuhan 430073, China,
Email: yfchen
wit.edu.cn, zhouzzsmu.edu.cn
Y. Liu, G. Nie, Z. Zhou, L. Jia, Y. Chen, J. Org. Chem., 2017, 82, 9198-9203.
DOI: 10.1021/acs.joc.7b01429
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Abstract
A copper-catalyzed three-component reaction of methyl ketones, organic azides, and DMF as one-carbon (C1) donor provides 4-acyl-1,2,3-triazoles in good yields. The transformation proceeds via an oxidative C-H/C-H cross-dehydrogenative coupling followed by an oxidative 1,3-dipolar cycloaddition.
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proposed mechanism
Key Words
1,2,3-triazoles, multicomponent reactions, potassium peroxydisulfate
ID: J42-Y2017
