A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis

A new method for the P-arylation of aryldiazonium salts with H-phosphonates via dual gold and photoredox catalysis is described. The reaction proceeds smoothly at room temperature in the absence of base and/or additives, and offers an efficient approach to arylphosphonates. The reaction is proposed...

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Detalles Bibliográficos
Autores principales: He, Ying, Wu, Hongmiao, Toste, F. Dean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4324597/
https://www.ncbi.nlm.nih.gov/pubmed/25685313
http://dx.doi.org/10.1039/c4sc03092c
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author He, Ying
Wu, Hongmiao
Toste, F. Dean
author_facet He, Ying
Wu, Hongmiao
Toste, F. Dean
author_sort He, Ying
collection PubMed
description A new method for the P-arylation of aryldiazonium salts with H-phosphonates via dual gold and photoredox catalysis is described. The reaction proceeds smoothly at room temperature in the absence of base and/or additives, and offers an efficient approach to arylphosphonates. The reaction is proposed to proceed through a photoredox-promoted generation of an electrophilic arylgold(iii) intermediate that undergoes coupling with the H-phosphonate nucleophile.
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spelling pubmed-43245972016-01-31 A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis He, Ying Wu, Hongmiao Toste, F. Dean Chem Sci Chemistry A new method for the P-arylation of aryldiazonium salts with H-phosphonates via dual gold and photoredox catalysis is described. The reaction proceeds smoothly at room temperature in the absence of base and/or additives, and offers an efficient approach to arylphosphonates. The reaction is proposed to proceed through a photoredox-promoted generation of an electrophilic arylgold(iii) intermediate that undergoes coupling with the H-phosphonate nucleophile. Royal Society of Chemistry 2015-02-01 2014-11-25 /pmc/articles/PMC4324597/ /pubmed/25685313 http://dx.doi.org/10.1039/c4sc03092c Text en This journal is © The Royal Society of Chemistry 2015 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
He, Ying
Wu, Hongmiao
Toste, F. Dean
A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
title A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
title_full A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
title_fullStr A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
title_full_unstemmed A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
title_short A dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
title_sort dual catalytic strategy for carbon–phosphorus cross-coupling via gold and photoredox catalysis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4324597/
https://www.ncbi.nlm.nih.gov/pubmed/25685313
http://dx.doi.org/10.1039/c4sc03092c
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