Issue 41, 2021

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

Abstract

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source and N-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.

Graphical abstract: Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

Supplementary files

Article information

Article type
Paper
Submitted
29 Aug 2021
Accepted
28 Sep 2021
First published
28 Sep 2021

Org. Biomol. Chem., 2021,19, 8999-9003

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

Q. Pan, Y. Liu, W. Pang, J. Wu, X. Ma, X. Hu, Y. Guo, Q. Chen and C. Liu, Org. Biomol. Chem., 2021, 19, 8999 DOI: 10.1039/D1OB01697K

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