Synthesis of N‐Sulfonyl Amidines and 1,3,4‐Oxadiazoles through Electrochemical Activation of DMF

Electrochemical routes for the synthesis of N‐sulfonyl amidines and 1,3,4‐oxadiazoles are reported through the activation of DMF molecule. Successful implementation of electro‐redox on dehydrative coupling and oxidative cyclization reactions eliminates the necessity of stoichiometric chemical oxidan...

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Veröffentlicht in:Advanced synthesis & catalysis 2023-01, Vol.365 (1), p.96-103
Hauptverfasser: Mahanty, Kingshuk, Halder, Atreyee, De Sarkar, Suman
Format: Artikel
Sprache:eng
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Zusammenfassung:Electrochemical routes for the synthesis of N‐sulfonyl amidines and 1,3,4‐oxadiazoles are reported through the activation of DMF molecule. Successful implementation of electro‐redox on dehydrative coupling and oxidative cyclization reactions eliminates the necessity of stoichiometric chemical oxidants and minimizes the generation of reagent waste. Both protocols exhibited broad functional group tolerance, permitting a widespread substrate scope with 47–94% isolated yield. Several control experiments and cyclic voltammetry studies were performed and mechanistic details of these transformations are thoroughly outlined.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202201019