Copper-Catalyzed [3 + 2] Cycloaddition/Oxidation Reactions between Nitro-olefins and Organic Azides: Highly Regioselective Synthesis of NO₂-Substituted 1,2,3-Triazoles

Yunfeng Chen*, Gang Nie, Qi Zhang, Shan Ma, Huan Li and Qinquan Hu

*School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China, Email: chyfchhotmail.com

Y. Chen, G. Nie, Q. Zhang, S. Ma, H. Li, Q. Hu, Org. Lett., 2015, 17, 1118-1121.

DOI: 10.1021/ol503687w

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Abstract

A copper-catalyzed [3 + 2] cycloaddition/oxidation reaction of nitro-olefins with organic azides affords a broad range of 1,4(-NO₂),5-trisubstituted 1,2,3-triazoles with high regioselectivities and in very good yields without elimination of HNO₂.

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Key Words

1,2,3-Triazoles, Oxygen

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ID: J54-Y2015