Dual gold/photoredox-catalyzed C(sp)-H arylation of terminal alkynes with diazonium salts

Abstract

The arylation of alkyl and aromatic terminal alkynes by a dual gold/photoredox catalytic system is described. Using aryldiazonium salts as readily available aryl sources, a range of diversely-functionalized arylalkynes could be synthesized under mild, base-free reaction conditions using visible light from simple household sources or even sunlight. This process, which exhibits a broad scope and functional group tolerance, expands the range of transformations amenable to dual gold/photoredox catalysis to those involving C-H bond functionalization and demonstrates the potential of this concept to access AuI/AuIII redox chemistry under mild, redox-neutral conditions.