We found that a catalytic amount of silver acetate efficiently promotes direct insertion of zinc metal to aryl iodides, having different structure, in ethereal solvent. Also electron-rich substrates rapidly undergo oxidative metalation. Arylzinc iodides thus formed give Negishi coupling products under mild reaction conditions. In all cases, reaction times required to provide full conversion in the metalation step are between 2 and 15 hours even on electron-rich substrates, which are scarcely reactive under the most commonly used reaction conditions.

ARYLZINC HALIDES BY SILVER CATALYZED ZINC INSERTION TO ARYL IODIDES

Gianluca Casotti
Primo
;
Anna Iuliano
Secondo
;
Adriano Carpita
Ultimo
2018

Abstract

We found that a catalytic amount of silver acetate efficiently promotes direct insertion of zinc metal to aryl iodides, having different structure, in ethereal solvent. Also electron-rich substrates rapidly undergo oxidative metalation. Arylzinc iodides thus formed give Negishi coupling products under mild reaction conditions. In all cases, reaction times required to provide full conversion in the metalation step are between 2 and 15 hours even on electron-rich substrates, which are scarcely reactive under the most commonly used reaction conditions.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/934331
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