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Copper-Catalyzed Cascade Cyclization Reactions of Diazo Compounds with tert-Butyl Nitrite and Alkynes: One-Pot Synthesis of Isoxazoles

Xue-Di Wang, Li-Han Zhu, Pei Liu, Xin-Yu Wang, Hai-Yan Yuan* and Yu-Long Zhao*

*Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry, Northeast Normal University, Changchun 130024, China, Email: yuanhy034nenu.edu.cn, zhaoyl351nenu.edu.cn

X.-D. Wang, L.-H. Zhu, P. Liu, X.-Y. Wang, H.-Y. Yuan, Y.-L. Zhao, J. Org. Chem., 2019, 84, 16214-16221.

DOI: 10.1021/acs.joc.9b02760


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Abstract

A copper-catalyzed [3 + 2] cycloaddition reaction of alkynes with nitrile oxides generated in situ from the coupling reaction of a copper carbene and nitroso radical provides isoxazoles in a highly regioselective manner in a single step.

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Key Words

isoxazoles, multicomponent reactions


ID: J42-Y2019