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.
The first example of
visible-light-driven reductive carboarylation of styrenes with CO<sub>2</sub>
and aryl halides in a regioselective manner has been achieved. A broad range of aryl iodides and bromides were compatible with this reaction. <a>Moreover, pyridyl halides, alkyl halides and even aryl
chlorides were also viable with this method.</a> These findings may stimulate
the exploration of novel visible-light-driven Meerwein arylation-addition reactions
with user-friendly aryl halides as the radical sources and the photocatalytic utilization of CO<sub>2.</sub>
Abstract
Over the last decade, visible light photocatalysis has dramatically increased the arsenal of methods for organic synthesis and changed the way we activate molecules for chemical reactions. Polypyridyl transition metal complexes, redox-active organic dyes, and inorganic semiconductors are typically used as photocatalysts for such transformations. This chapter reviews the applications of radical anions and anions as photosensitizers in visible light photoredox catalysis.
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
