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

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 CF 2 HSO 2 Na. The resulting product was then added to olefin, underwent Smiles cyclization, and migrated to form β-dif...

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Published in:Chemical communications (Cambridge, England) England), 2024-07, Vol.6 (59), p.7614-7617
Main Authors: Lei, Zhi-Long, Ding, Zong-Cang, Li, Shu-Hui, Cui, Fei-Hu, Tang, Hai-Tao, Pan, Ying-Ming
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Summary: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 CF 2 HSO 2 Na. The resulting product was then added to olefin, underwent Smiles cyclization, and migrated to form β-difluoromethamide compounds after the release of SO 2 . The process was free from metals and catalysts, gram-grade, and resistant to a variety of electron-rich substrates. A mild and efficient electrochemical method for radical addition, cyclization, and migration reaction was described in this work.
ISSN:1359-7345
1364-548X
DOI:10.1039/d4cc02543a