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Nickel-Catalyzed Cross-Coupling of Sulfonamides With (Hetero)aryl Chlorides.

Authors :
McGuire RT
Simon CM
Yadav AA
Ferguson MJ
Stradiotto M
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2020 Jun 02; Vol. 59 (23), pp. 8952-8956. Date of Electronic Publication: 2020 Mar 30.
Publication Year :
2020

Abstract

The development of Ni-catalyzed C-N cross-couplings of sulfonamides with (hetero)aryl chlorides is reported. These transformations, which were previously achievable only with Pd catalysis, are enabled by use of air-stable (L)NiCl(o-tol) pre-catalysts (L=PhPAd-DalPhos and PAd2-DalPhos), without photocatalysis. The collective scope of (pseudo)halide electrophiles (X=Cl, Br, I, OTs, and OC(O)NEt <subscript>2</subscript> ) demonstrated herein is unprecedented for any reported catalyst system for sulfonamide C-N cross-coupling (Pd, Cu, Ni, or other). Preliminary competition experiments and relevant coordination chemistry studies are also presented.<br /> (© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
59
Issue :
23
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
32162451
Full Text :
https://doi.org/10.1002/anie.202002392