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Synthesis of Aromatic Sulfonamides through a Copper-Catalyzed Coupling of Aryldiazonium Tetrafluoroborates, DABCO·(SO2)2, and N-Chloroamines

Feng Zhang, Danqing Zheng, Lifang Lai, Jiang Cheng, Jiangtao Sun and Jie Wu*

*Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China, Email: jie_wufudan.edu.cn

F. Zhang, D. Zheng, L. Lai, J. Cheng, J. Sun, J. Wu, Org. Lett., 2018, 20, 1167-1170.

DOI: 10.1021/acs.orglett.8b00093


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Abstract

A simple copper-catalyzed aminosulfonylation of aryldiazonium tetrafluoroborates, DABCO·(SO2)2, and N-chloroamines provides a wide range of sulfonamides in good yields under mild conditions. Mechanistic investigation suggests that a radical process and transition-metal catalysis take place.

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proposed mechanism

Key Words

sulfonamides (C-S, N-S), multicomponent reactions

ID: J54-Y2018