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Issue 12, 2017
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Photocatalytic N-formylation of amines via a reductive quenching cycle in the presence of air

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Abstract

Photochemical N-formylation of amines was performed under simple and mild reaction conditions. Amines are common electron donors in reductive photocatalysis, which then typically decompose after donating an electron to the photocatalyst. We have found that these oxidized amines can be utilized to give N-formamides in the presence of air without additional formylating agents. The reaction proceeds via the in situ formation of enamines. Oxygen (air) is necessary for the reaction to occur as it regenerates the photocatalyst forming superoxide radical anions as crucial intermediates involved in the reaction.

Graphical abstract: Photocatalytic N-formylation of amines via a reductive quenching cycle in the presence of air

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Publication details

The article was received on 31 Jan 2017, accepted on 23 Feb 2017 and first published on 24 Feb 2017


Article type: Paper
DOI: 10.1039/C7OB00250E
Citation: Org. Biomol. Chem., 2017,15, 2536-2540
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    Photocatalytic N-formylation of amines via a reductive quenching cycle in the presence of air

    T. Ghosh, A. Das and B. König, Org. Biomol. Chem., 2017, 15, 2536
    DOI: 10.1039/C7OB00250E

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