Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr(2)/Zn(C(6)F(5))(2) combinations

By combining the Lewis acid Zn(C(6)F(5))(2) with nucleophilic diarylzinc (ZnAr(2)) reagents, we report the atom-efficient arylation of N-tosylimines under mild conditions. Mechanistic studies through the isolation of key intermediates reveal how the two zinc species act cooperatively to activate the...

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Detalles Bibliográficos
Autores principales: Borys, Andryj M., Kunzmann, Tim, Gil-Negrete, Jose M., Hevia, Eva
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10270240/
https://www.ncbi.nlm.nih.gov/pubmed/37254841
http://dx.doi.org/10.1039/d3cc01490h
Descripción
Sumario:By combining the Lewis acid Zn(C(6)F(5))(2) with nucleophilic diarylzinc (ZnAr(2)) reagents, we report the atom-efficient arylation of N-tosylimines under mild conditions. Mechanistic studies through the isolation of key intermediates reveal how the two zinc species act cooperatively to activate the imine substrate and regenerate the ZnAr(2) reagent, enabling a limiting 50 mol% to be employed.

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