Photochemically-Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

Abstract

A general method for the <i>N</i>-arylation of sulfamides with aryl bromides is described. The protocol leverates a dual-catalytic system of nickel and a photoexcitable iridium complex and proceeds at room temperature under visible light irradiation. Using these tactics, aryl boronic esters and aryl chlorides can be carried through the reaction untouched. Thereby, this method complements known Buchwald-Hartwig coupling methods for N-arylation of sulfamides.

Photochemically Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides

“…These investigations are inspired by a pioneering disclosure by Buchwald, MacMillan, and co-workers, who together have developed a light-driven dual nickel- and iridium-catalyzed amination reaction that has sparked an ongoing revolution in nickel-mediated C–N bond-forming technologies (Scheme ). − These approaches have been developed in parallel with recent innovations in copper-mediated reactions and complement palladium-mediated protocols in terms of the range of nucleophilic coupling partners engaged and the breadth of arenes tolerated. , Accordingly, we anticipated that the developed photo-driven, nickel-catalyzed processes would afford an efficient, robust, and complementary strategy to access valuable N -(hetero)­aryl sulfamides …”