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Electrochemical-Induced Cascade Reaction of 2-Formyl Benzonitrile with Anilines: Synthesis of N-Aryl Isoindolinones.

ABSTRACT: An electrochemical initiated tandem reaction of anilines with 2-formyl benzonitrile has been developed. Thus, unprecedented 3-N-aryl substituted isoindolinones have been conveniently achieved by constant current electrolysis in a divided cell using catalytic amount of electricity and supporting electrolyte and a Pt-cathode as working electrode. The origin of the electrochemical activation as well as the mechanism of the subsequent chemical cascade reactions have been investigated by DFT calculations.

SUBMITTER: Morlacci V 

PROVIDER: S-EPMC9738245 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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Electrochemical-Induced Cascade Reaction of 2-Formyl Benzonitrile with Anilines: Synthesis of <i>N</i>-Aryl Isoindolinones.

Morlacci Valerio V   Caruso Tonino T   Chiarini Marco M   Arcadi Antonio A   Aschi Massimiliano M   Palombi Laura L  

Molecules (Basel, Switzerland) 20221124 23

An electrochemical initiated tandem reaction of anilines with 2-formyl benzonitrile has been developed. Thus, unprecedented 3-<i>N</i>-aryl substituted isoindolinones have been conveniently achieved by constant current electrolysis in a divided cell using catalytic amount of electricity and supporting electrolyte and a Pt-cathode as working electrode. The origin of the electrochemical activation as well as the mechanism of the subsequent chemical cascade reactions have been investigated by DFT c  ...[more]

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