Organocatalytic electrochemical amination of benzylic C–H bonds

Organocatalytic electrochemical amination of benzylic C–H bonds

An organocatalytic site-selective electrochemical method for the benzylic C–H amination reactions of alkylarenes with azoles through hydrogen evolution has been developed. The protocol proceeds in an undivided cell under mild conditions and employs 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as...

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Veröffentlicht in:Organic Chemistry Frontiers 2021-08, Vol.8 (17), p.4700-4705
Hauptverfasser: Hou, Zhong-Wei, Li, Laiqiang, Wang, Lei
Format: Artikel
Sprache:eng
Schlagworte:
Amination
Azoles
Benzoquinone
Catalysts
Chemical reactions
Electrochemistry
Heterocyclic compounds
Hydrogen evolution
Organic chemistry
Oxidants
Oxidizing agents
Reagents
Transition metals
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Zusammenfassung:An organocatalytic site-selective electrochemical method for the benzylic C–H amination reactions of alkylarenes with azoles through hydrogen evolution has been developed. The protocol proceeds in an undivided cell under mild conditions and employs 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as a redox catalyst to generate carbocations, which obviates the need for transition-metal reagents or sacrificial chemical oxidants.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D1QO00746G