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

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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.

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

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Supplementary files

Article information


Submitted
16 Jul 2015
Accepted
07 Oct 2015
First published
08 Oct 2015

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2016,7, 89-93
Article type
Edge Article

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

A. Tlahuext-Aca, M. N. Hopkinson, B. Sahoo and F. Glorius, Chem. Sci., 2016, 7, 89
DOI: 10.1039/C5SC02583D

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