Copper-Promoted One-Pot Sandmeyer-Type Reaction for the Synthesis of N-Aryltriazoles
Menghan Cui, Rong Wang, Qing Yang and Chunxiang Kuang*
*Shanghai Key Lab of Chemical Assessment and Sustainability,
School of Chemical Science and Engineering, Tongji University, Shanghai 200092,
China, Email: kuangcx
tongji.edu.cn
M. Cui, R. Wang, Q. Yang, C. Kuang, J. Org. Chem., 2022, 87, 9654-9662.
DOI: 10.1021/acs.joc.2c00697
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Abstract
Diazonium salts, formed from aromatic amines and tert-butyl nitrite in the presence of fluoroboric acid, reacted with triazoles in a copper-catalyzed Sandmeyer-type reaction under mild conditions to afford N-aryltriazoles in good yields. This method is amenable to a wide range of aromatic amines and triazoles and shows diverse functional group tolerance.
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proposed mechanism
Key Words
Sandmeyer reaction, 1,2,3-triazoles, benzotriazoles, N-arylation
ID: J42-Y2022
