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


ABSTRACT: The reaction employing H2O and O2 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 O2 and the oxygen atom of amide group originates from H2O.

SUBMITTER: Xiao Y 

PROVIDER: S-EPMC9055944 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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

Xiao Yuanyuan Y   Yi Zijuan Z   Yu Xianyong X   Xiao Fang F  

RSC advances 20200806 49


The reaction employing H<sub>2</sub>O and O<sub>2</sub> 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<sub>2</sub> and the oxygen atom of amide group originates from H<sub>2</sub>O  ...[more]

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