Electrochemical synthesis of β-difluoromethylamide compounds by N-benzenesulfonylacrylamide with difluorine reagents

Abstract

A mild and efficient electrochemical method for radical addition, cyclization, and migration reaction was described in this work. A difluoromethyl radical was produced by anodizing CF2HSO2Na. The resulting product was then added to olefin, underwent Smiles cyclization, and migrated to form β-difluoromethamide compounds after the release of SO2. The process was free from metals and catalysts, gram-grade, and resistant to a variety of electron-rich substrates.

Graphical abstract: Electrochemical synthesis of β-difluoromethylamide compounds by N-benzenesulfonylacrylamide with difluorine reagents

Supplementary files

Article information

Article type
Communication
Submitted
25 May 2024
Accepted
25 Jun 2024
First published
28 Jun 2024

Chem. Commun., 2024, Advance Article

Electrochemical synthesis of β-difluoromethylamide compounds by N-benzenesulfonylacrylamide with difluorine reagents

Z. Lei, Z. Ding, S. Li, F. Cui, H. Tang and Y. Pan, Chem. Commun., 2024, Advance Article , DOI: 10.1039/D4CC02543A

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