Issue 59, 2024

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., 2024,60, 7614-7617

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, 60, 7614 DOI: 10.1039/D4CC02543A

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