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Issue 27, 2019
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Selective amidation by a photocatalyzed umpolung reaction

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Abstract

A metal-catalyzed organic transformation merged with another organophotocatalyst has been developed under mild conditions for production of α-ketoamides. CuI-catalyzed highly selective and rapid COCH2-amidation in the presence of electrophilic Cα[double bond, length as m-dash]O bonds, which is synchronized by an eosin Y (EY)-photocatalyst, furnishes a wide range of labile α-ketoamides, unsymmetrical oxalamides and chiral analogues on the treatment of 1,3-dicarbonyls with amines, PhIO and LED light at room temperature. The current strategy opens up a new avenue to making photocatalysis a common synthetic tool for large-scale production in academia and industry.

Graphical abstract: Selective amidation by a photocatalyzed umpolung reaction

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Publication details

The article was received on 06 Feb 2019, accepted on 01 Mar 2019 and first published on 01 Mar 2019


Article type: Communication
DOI: 10.1039/C9CC01079C
Chem. Commun., 2019,55, 3883-3886

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    Selective amidation by a photocatalyzed umpolung reaction

    D. Ghosh, R. Nandi, S. Khamarui, S. Ghosh and D. K. Maiti, Chem. Commun., 2019, 55, 3883
    DOI: 10.1039/C9CC01079C

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