Issue 49, 2023

Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr2/Zn(C6F5)2 combinations

Abstract

By combining the Lewis acid Zn(C6F5)2 with nucleophilic diarylzinc (ZnAr2) 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 ZnAr2 reagent, enabling a limiting 50 mol% to be employed.

Graphical abstract: Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr2/Zn(C6F5)2 combinations

Supplementary files

Article information

Article type
Communication
Submitted
27 Mar 2023
Accepted
12 May 2023
First published
15 May 2023
This article is Open Access
Creative Commons BY license

Chem. Commun., 2023,59, 7583-7586

Atom-efficient arylation of N-tosylimines mediated by cooperative ZnAr2/Zn(C6F5)2 combinations

A. M. Borys, T. Kunzmann, J. M. Gil-Negrete and E. Hevia, Chem. Commun., 2023, 59, 7583 DOI: 10.1039/D3CC01490H

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