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

SUBMITTER: Tlahuext-Aca A

PROVIDER: S-EPMC5950757 | biostudies-literature | 2016 Jan

REPOSITORIES: biostudies-literature

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

Tlahuext-Aca Adrian A Hopkinson Matthew N MN Sahoo Basudev B Glorius Frank F

Chemical science 20151008 1

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 catal ...[more]

PMID: 29861968

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