4.8 Article

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

Journal

CHEMICAL SCIENCE
Volume 7, Issue 1, Pages 89-93

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5sc02583d

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Funding

  1. NRW Graduate School of Chemistry
  2. Alexander von Humboldt Foundation
  3. Deutsche Forschungsgemeinscha

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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 Au-I/Au-III redox chemistry under mild, redox-neutral conditions.

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