Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source

The reaction employing H(2)O and O(2) as the co-oxygen source in the catalytic synthesis of α-ketoamides is described. This copper-catalyzed reaction is carried out in a tandem manner constituted by the hydroamination of alkyne, hydration of vinyl–Cu complex and subsequent oxidation. Isotope labelin...

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Autores principales: Xiao, Yuanyuan, Yi, Zijuan, Yu, Xianyong, Xiao, Fang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055944/
https://www.ncbi.nlm.nih.gov/pubmed/35521140
http://dx.doi.org/10.1039/d0ra05921h
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author Xiao, Yuanyuan
Yi, Zijuan
Yu, Xianyong
Xiao, Fang
author_facet Xiao, Yuanyuan
Yi, Zijuan
Yu, Xianyong
Xiao, Fang
author_sort Xiao, Yuanyuan
collection PubMed
description The reaction employing H(2)O and O(2) as the co-oxygen source in the catalytic synthesis of α-ketoamides is described. This copper-catalyzed reaction is carried out in a tandem manner constituted by the hydroamination of alkyne, hydration of vinyl–Cu complex and subsequent oxidation. Isotope labeling and radical capture experiments reveal that the oxygen atom of α-ketone at α-ketoamides derives from O(2) and the oxygen atom of amide group originates from H(2)O.
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spelling pubmed-90559442022-05-04 Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source Xiao, Yuanyuan Yi, Zijuan Yu, Xianyong Xiao, Fang RSC Adv Chemistry The reaction employing H(2)O and O(2) as the co-oxygen source in the catalytic synthesis of α-ketoamides is described. This copper-catalyzed reaction is carried out in a tandem manner constituted by the hydroamination of alkyne, hydration of vinyl–Cu complex and subsequent oxidation. Isotope labeling and radical capture experiments reveal that the oxygen atom of α-ketone at α-ketoamides derives from O(2) and the oxygen atom of amide group originates from H(2)O. The Royal Society of Chemistry 2020-08-06 /pmc/articles/PMC9055944/ /pubmed/35521140 http://dx.doi.org/10.1039/d0ra05921h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Xiao, Yuanyuan
Yi, Zijuan
Yu, Xianyong
Xiao, Fang
Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
title Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
title_full Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
title_fullStr Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
title_full_unstemmed Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
title_short Copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
title_sort copper-catalyzed synthesis of α-ketoamides using water and dioxygen as the oxygen source
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9055944/
https://www.ncbi.nlm.nih.gov/pubmed/35521140
http://dx.doi.org/10.1039/d0ra05921h
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AT yizijuan coppercatalyzedsynthesisofaketoamidesusingwateranddioxygenastheoxygensource
AT yuxianyong coppercatalyzedsynthesisofaketoamidesusingwateranddioxygenastheoxygensource
AT xiaofang coppercatalyzedsynthesisofaketoamidesusingwateranddioxygenastheoxygensource

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