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Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts
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 ligh...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5950757/ https://www.ncbi.nlm.nih.gov/pubmed/29861968 http://dx.doi.org/10.1039/c5sc02583d |
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author | Tlahuext-Aca, Adrian Hopkinson, Matthew N. Sahoo, Basudev Glorius, Frank |
author_facet | Tlahuext-Aca, Adrian Hopkinson, Matthew N. Sahoo, Basudev Glorius, Frank |
author_sort | Tlahuext-Aca, Adrian |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-5950757 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-59507572018-06-01 Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts Tlahuext-Aca, Adrian Hopkinson, Matthew N. Sahoo, Basudev Glorius, Frank Chem Sci Chemistry 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. Royal Society of Chemistry 2016-01-01 2015-10-08 /pmc/articles/PMC5950757/ /pubmed/29861968 http://dx.doi.org/10.1039/c5sc02583d Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Tlahuext-Aca, Adrian Hopkinson, Matthew N. Sahoo, Basudev Glorius, Frank Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts |
title | Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts
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title_full | Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts
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title_fullStr | Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts
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title_full_unstemmed | Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts
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title_short | Dual gold/photoredox-catalyzed C(sp)–H arylation of terminal alkynes with diazonium salts
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title_sort | dual gold/photoredox-catalyzed c(sp)–h arylation of terminal alkynes with diazonium salts |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5950757/ https://www.ncbi.nlm.nih.gov/pubmed/29861968 http://dx.doi.org/10.1039/c5sc02583d |
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